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Affiliated with RACI

Royal Australian Chemical Institute
Royal Australian
Chemical Institute


 
 

Australian Journal of Chemistry - an International Journal for Chemical Science publishes research papers from all fields of chemical science, with a focus on multidisciplinary chemistry and emerging areas of research. More

Editor-in-Chief: Curt Wentrup

 
 
 

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Published online 23 December 2014
Generation of a Highly Stable Reusable Biocatalyst by Entrapment of an Oligomeric Enzyme in Ultra-Large-Pore Mesoporous Silica 
Christopher B. J. MacDonald, Matthew F. Tobin, Anna E. Morrison, Mary E. Tait, Godwin B. D'Cunha and Stephanie L. MacQuarrie

Phenylalanine ammonia lyase entrapped in ultra-large-pore mesoporous silica generates a recyclable, separable biocatalyst. The entrapped materials showed excellent stabilization, even after significant exposure to prolonged heating and extremely high catalytic activity in the deamination of l-phenylalanine to trans-cinnamic acid in aqueous solution.

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Published online 22 December 2014
Three Coordination Polymers Built by Methoxyphenyl Imidazole Dicarboxylate: Solvothermal Syntheses, Crystal Structures, and Properties 
Ming-An Dang, Zi-Feng Li, Ying Liu and Gang Li

Three polymers [Sr(p-H2MOPhIDC)2]n (1) (p-H3MOPhIDC = 2-p-methoxyphenyl-1H-imidazole-4,5-dicarboxylic acid), {[Cd2(p-HMOPhIDC)2(4,4′-bipy)]H2O}n (4,4′-bipy = 4,4′-bipyridine) (2), and [Zn(p-HMOPhIDC)(4,4′-bipy)]n (3) have been synthesized under solvothermal conditions and characterized by single-crystal X-ray diffraction. The thermal and solid-state photoluminescence properties of the polymers have also been investigated.

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Published online 22 December 2014
Synthesis of Dichotomin A: Use of a Penicillamine-Derived Pseudoproline to Furnish Native Valine Residues 
Michelle S. Y. Wong, Deni Taleski and Katrina A. Jolliffe

The naturally occurring cyclic peptide dichotomin A was synthesized using a penicillamine-derived pseudoproline to enhance the head- to-tail cyclization yield, followed by deprotection and desulfurization to give the native valine residue.

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Published online 22 December 2014
Consequences of Subtle Chiral Effects: From ‘Majority-Rules’ to ‘Minority-Rules’ 
Patrick J. M. Stals, Müge Artar, Pim Vendrig, Anja R. A. Palmans and E. W. Meijer

By mixing closely related chiral molecules, we have shown that in several combinations, the helical preference is governed by the minority compound.

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Published online 22 December 2014
Carbon-Supported Spinel Nanoparticle MnCo2O4 as a Cathode Catalyst towards Oxygen Reduction Reaction in Dual-Chamber Microbial Fuel Cell 
Dengping Hu, Guangyao Zhang, Juan Wang and Qin Zhong

Pt/C is widely used for oxygen reduction reaction (ORR) in microbial fuel cells (MFCs). However, its high cost, scarcity, and poisoning sensitivity hinder further commercialization of MFCs. Carbon-supported spinel MnCo2O4 shows comparable ORR catalytic activity to Pt/C. It can be a promising alternative to Pt/C in commercialising MFCs due to its low cost, easy availability, high stability, high efficiency, and low toxicity.

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Published online 22 December 2014
A Straightforward and Practical Approach to Chiral Inducer: (2R,3R)-1,4-Dimethoxy-1,1,4,4-tetraphenylbutane-2,3-diol 
Jin-Sheng Xie, Xiao-Yun Hu, Zi-Xing Shan and Zhong-Qiang Zhou

Chiral inducer (2R,3R)-1,4-dimethoxy-1,1,4,4-tetraphenylbutane-2,3-diol 1 was synthesised based on highly selective 2,3-cyclosulfitation of (2R,3R)-1,1,4,4-tetraphenylbutanetetraol 2. (2R,3R)-2 was reacted with excess thionyl chloride to afford (4R,5R)-4,5-bis(diphenyl- chloromethyl)-1,3,2-dioxathiolane-2-oxide 3, which was sequentially reacted with MeOH to afford (4R,5R)-4,5-bis(methoxy- diphenylmethyl)-1,3,2-di-oxathiolane-2-oxide 4. And finally the thionyl group was removed to give (2R,3R)-1 in excellent yield.

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    | Supplementary Material (168 KB)
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Published online 15 December 2014
Analysis of the Enol–Keto Tautomers of Indole-3-pyruvic Acid 
Nathan D. Tivendale, Noel W. Davies, James Horne, John J. Ross and Jason A. Smith

The keto and enol forms of indole-3-pyruvic acid (IPyA), an important intermediate in plant hormone biosynthesis, are separable by ultra high-performance liquid chromatography and have been characterized by NMR spectroscopy.

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    | Supplementary Material (351 KB)
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Published online 15 December 2014
Synthesis, Characterisation, and Antifungal Activities of Novel Benzodiazaborines* 
Jiyoung Yang, Brandon J. Johnson, Allan A. Letourneau, Christopher M. Vogels, Andreas Decken, Felix J. Baerlocher and Stephen A. Westcott

The synthesis, characterisation, and antifungal activities against five species of potentially pathogenic fungi are described within.

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Published online 09 December 2014
Ethanolic RAFT Dispersion Polymerization of 2-(Naphthalen-2-yloxy)ethyl Methacrylate and 2-Phenoxyethyl Methacrylate with Poly[2-(dimethylamino)ethyl Methacrylate] Macro-Chain Transfer Agents 
Yiwen Pei, Nadia C. Dharsana and Andrew B. Lowe

The ethanolic reversible addition-fragmentation chain transfer dispersion polymerization of two aryloxy methacrylates is described employing a poly[2-(dimethylamino)ethyl methacrylate] macro-CTA (chain transfer agent). Though copolymerizations are not well controlled, the formulations do give soft matter nanoparticles exhibiting a range of self-assembled morphologies.

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Published online 09 December 2014
Serine and Cysteine π-Interactions in Nature: A Comparison of the Frequency, Structure, and Stability of Contacts Involving Oxygen and Sulfur 
Hanzala B. Hussain, Katie A. Wilson and Stacey D. Wetmore

Serine (X = O) and cysteine (X = S) X–H···π or X···π interactions were identified and characterized in over 100 high-resolution X-ray crystal structures of DNA–protein complexes found in nature. Although few contacts were identified with DNA nucleobase π-systems, many interactions involve the aromatic amino acids, thus adding to the list of π-contacts that must be considered when analyzing the binding patterns and/or stability of biological macromolecules.

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Published online 08 December 2014
Nitrogen-Containing Ionic Liquids: Biodegradation Studies and Utility in Base-Mediated Reactions 
Leigh Ford, Kai E. O. Ylijoki, M. Teresa Garcia, Robert D. Singer and Peter J. Scammells

Several ILs were prepared in order to study the susceptibility of various cores and substituents to biodegradability using the ‘CO2 headspace’ test (ISO 14593, OECD 310). Several of the ILs contained tertiary amine substituents and were tested as solvents and reagents for several base mediated processes including Suzuki–Miyaura, Sonogashira, Knoevenagel, and Morita–Baylis–Hilman reactions.

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Published online 03 December 2014
Synthesis of Highly Water-Soluble Adamantyl Phosphoinositide Derivatives 
Mark Gregory, Meng-Xin Yin, Malcolm J. McConville, Eleanor Williams, Alex N. Bullock, Stuart J. Conway, Antony W. Burgess, Bruno Catimel and Andrew B. Holmes

Phosphatidylinositol phosphates are key regulators of cell signalling pathways and membrane trafficking in eukaryotic cells, and there is a need for new chemical probes to further understand how they interact with lipid-binding proteins. Here, the synthesis of phosphatidylinositol phosphate analogues containing adamantyl carboxylic ester groups, in place of the natural lipid side chains, is described.

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   | Supplementary Material (1.5 MB)  |        Open Access Article
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Published online 02 December 2014
Synthesis of Sterically Demanding Bis(phosphinimine) Dibenzofuran Ligands and Subsequent Zinc Metalation 
Matthew T. Zamora, Saif M. Zahir, Kevin R. D. Johnson, Clay J. Barnson, Craig A. Wheaton, Mikko M. Hänninen and Paul G. Hayes

Cationic bis(phosphinimine)dibenzofuran-supported zinc complexes [LnZnIIEt][BArF4] were generated through reaction of cationic protonated ligands and [ZnEt2] via an alkane elimination pathway. The ligands provide unique steric environments to potentially prevent transesterification processes during lactide polymerization catalysis.

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Published online 01 December 2014
Modelling of Transition State in Grignard Reaction of Rigid N-(Aryl)imino-Acenapthenone (Ar-BIAO): A Combined Experimental and Computational Study 
Srinivas Anga, Sayak Das Gupta, Supriya Rej, Bhabani S. Mallik and Tarun K. Panda

We present a combined synthetic and computational study on the addition of Grignard reagents RMgBr/RMgI (R = Me, Et) to various sterically rigid N-(aryl)imino-acenapthenone (Ar-BIAO) compounds (Ar = 2,6-iPr2C6H3 (1), 2,6-Me2C6H3 (2), and 2,4,6-Me3C6H2 (3) ligands).

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    | Supplementary Material (536 KB)
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Published online 01 December 2014
Host–Guest Inclusion System of Scutellarin with Polyamine-β-Cyclodextrin: Preparation, Characterisation, and Anti-cancer Activity 
Xue Ma, Bo Yang, Yulin Zhao, Hudie Xie and Xiaoshun Gong

The inclusion-complexation behaviour of scutellarin (SCU) with the four polyamine-modified β-cyclodextrins has been investigated in both solution and the solid state. The results showed that the hosts were able to solubilise SCU to higher levels than parent β-CD (9.0 mg mL–1). Besides, the anti-tumour activity of SCU was obviously increased after formation of inclusion complexes.

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    | Supplementary Material (215 KB)
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Published online 01 December 2014
Catalytic Olefin Hydroalkoxylation by Nano Particles of Pollucite 
Sara Zamanian and Ali Nemati Kharat

The catalytic hydroalkoxylation reactions of α,β-unsaturated esters, nitriles, and ethers with aliphatic and aromatic alcohols over pollucite as the stable heterogeneous catalyst in different conditions were studied. X-ray diffraction, volumetric nitrogen adsorption surface area analysis, and CO2 temperature-programmed desorption were used for characterizing the prepared pollucite.

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    | Supplementary Material (330 KB)
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Published online 24 November 2014
A Green Approach for Copper-Free Sonogashira Reaction of Aryl Halides with Phenylacetylene in the Presence of Nano-Pd/Phosphorylated Silica (SDPP/Pd0) 
Nasser Iranpoor, Habib Firouzabadi, Somayeh Motevalli and Khashayar Rajabi

One of the most straightforward methods for the preparation of aryl alkynes and conjugated enynes is the palladium-catalyzed coupling of terminal alkynes with aryl or alkenyl halides called the Sonogashira reaction. In this work, the efficiency of nano Pd(0)/SDPP (silicadiphenyl phosphinite) as a heterogeneous catalyst was examined in the Sonogashira reaction which shows the excellent efficiency, stability, and recyclability of the catalyst with different aryl halides.

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    | Supplementary Material (68 KB)
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Published online 21 November 2014
Asymmetric Remote C–H Functionalization: Use of Internal Olefins in Tandem Hydrometallation–Isomerization–Asymmetric Conjugate Addition Sequences 
Laura Mola, Mireia Sidera and Stephen P. Fletcher

Hydrometallation of internal olefins with the Schwartz reagent gives the least hindered alkyl-zirconocene after thermal (60°C in THF) isomerization. After switching the solvent from THF to dichloromethane, the alkyl-zirconocenes can be used in copper-catalyzed asymmetric conjugate additions.

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Published online 20 November 2014
Synthesis and Thermal Stability of New Polynitrostilbenes 
Jianping Wei, Fangmei Li, Junhui Xu and Xinhua Peng

In recent years, safe, reliable, and stable explosives at elevated temperatures have attracted much attention. Polynitrostilbenes could be the intermediates of potential energetic explosives. The influence of the amino group and conjugated double bonds on the thermal stability of the polynitrostilbenes was studied.

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Published online 19 November 2014
Accessing Brominated Natural Product Motifs Using Phosphoramidite Catalysis 
Carl Recsei and Christopher S. P. McErlean

Phosphoramidite catalysis is employed for the bromocarbocyclisation, bromoetherification, and bromoallene-forming reaction of linear precursors. This protocol is complementary to existing methodology.

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    | Supplementary Material (840 KB)
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Published online 18 November 2014
Control of Gold Nanostructure Morphology by Variation of Temperature and Reagent Ratios in the Turkevich Reaction 
Vivek Poonthiyil, Vladimir B. Golovko and Antony J. Fairbanks

Gold nanosystems of various morphologies such as spheres, polygons, chains, wires, and networks were synthesised by controlling the reaction temperature and reagent ratios in the Turkevich reaction.

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    | Supplementary Material (91 KB)
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Published online 18 November 2014
A Simple and Efficient Two-Step Synthesis of 1,2,3-Triiodoarenes via Consecutive C–H Iodination/ipso-Iododecarboxylation Strategy: A Potential Application towards ortho-Diiodoarenes by Regioselective Metal–Iodine Exchange Reaction 
Raed M. Al-Zoubi, Hussein Al-Mughaid and Robert McDonald

A general and efficient method for the conversion of benzoic acids to 1,2,3-triiodoarenes via a two-step synthesis is reported. Commercially available benzoic acids were used which can be performed on multi-gram scales with good yields. A potential application of the target compounds for novel regioselective metal-iodine exchange was also demonstrated.

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    | Supplementary Material (5.9 MB)
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Published online 18 November 2014
Difunctionalized N-Confused Porphyrins: Synthesis, Fluorescence, and Electrochemical Studies 
Sudipta Das, Naresh Balsukuri, Praseetha E. Kesavan and Iti Gupta

The synthesis, fluorescence, and electrochemical studies of cis-A2B2-type and outer N-methyl-type difunctionalized N-confused porphyrins (NCPs) are reported. These NCPs showed blue-shifted emission maxima with smaller Stokes shift values and N-methyl NCP showed easier oxidations when compared with other difunctionalized NCPs.

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Published online 18 November 2014
Group Position-Dependent Structurally Diverse Coordination Compounds Based on Isomeric Ligands 
Jian Hua Zou, Jian Nan Zhu, Han Jie Cui, Zhong Wang, Da Liang Zhu, He Tian, Fei Fei Zhang, Jing Wang, Qiao Yun Li and Gao Wen Yang

Two pairs of DyIII and PrIII coordination compounds based on isomeric ligands Htzpya and Hpytza were prepared whose structure variations were controlled by the different positions of the carboxylate group. The luminescent properties were investigated at room temperature in the solid state.

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Published online 18 November 2014
Distinct 3D CdII Coordination Polymers with 1,2-Naphthalenedicarboxylate Regulated by Dipyridyl Co-Ligands with Different Spacers 
Zhuo-Wei Wang, Hui Zhao, Min Hu and Chun-Sen Liu

The construction of two distinct three-dimensional CdII coordination polymers has been successfully achieved based on 1,2-naphthalenedicarboxylate, and their diverse structures can be well regulated by incorporating different dipyridyl co-ligands with C–C or C=C spacers.

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Published online 17 November 2014
Nickel Oxide Nanoparticle-Assembled Microspheres with a High Rate Capability for Lithium Storage 
Xiujuan Wang, Gaohong Zhai and Hui Wang

The conventional fabrication procedures for hollow structures generally involve using the hydrothermal method. Here, our results provide a novel and general route to prepare hollow NiO microspheres by aging processes only. Moreover, this method could be extended to prepare other hollow metal oxides.

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Published online 17 November 2014
Pteridines Part CXXI: Protection of (6R)-5,6,7,8-Tetrahydro-l-biopterin 
Qizheng Yao and Wolfgang Pfleiderer

Procedures to protect the phtheridine (6R)-5,6,7,8-tetrahydo-l-biopterin have allowed the synthesis of derivatives with substituents in various positions.

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Published online 13 November 2014
Pd-Catalyzed Dehydrogenative Cross-Coupling of 1,4-Quinones with N,N′-Dialkyluracils 
Ebrahim Kianmehr, Mehran Rezazadeh Khalkhali, Masoud Rezaeefard, Khalid Mohammed Khan and Seik Weng Ng

A straightforward and efficient method for the palladium-catalyzed direct cross-coupling of quinones with N,N′-dialkyluracils via 2-fold C–H activation has been developed to rapidly construct uracil substituted quinone structural motifs.

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Published online 13 November 2014
‘Green' Synthesis of 2-Substituted 6-Hydroxy-[3H]-pyrimidin-4-ones and 4,6-Dichloropyrimidines: Improved Strategies and Mechanistic Study 
Andreas Opitz, Werner Sulger, Ewald Daltrozzo and Rainer Koch

An improved route to 2-substituted 6-hydroxy-[3H]-pyrimidin-4-ones and 4,6-dichloropyrimidines using phosphoryl chloride gives yields up to 86 % on a one mol scale. Computations suggest that the chlorination occurs in an alternating phosphorylation–chlorination manner. The investigated 4,6-dichloropyrimidines form strong complexes with dichlorophosphoric acid but weak complexes with hydrochloric acid.

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    | Supplementary Material (1.4 MB)
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Published online 11 November 2014
Sir John Cornforth (‘Kappa’): Some Personal Recollections 
Harold Kroto

An intimate portrait of Sir John (‘Kappa’) Cornforth is presented to give an insight into the delightful multifaceted personality of one of Australia’s truly great people. In particular, it highlights his humanitarian wide-ranging intellectual and humorous character to conflate with his scientific genius and show that he was a Nobel Laureate without any airs or graces.

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Published online 11 November 2014
Synthesis and Bioevaluation of Novel Oxa-Caged Garcinia Xanthones as Anti-Tumour Agents 
Guangqiang Miao, Junhai Ma, Kan Yang, Zhipeng Huang, Qinlan Gu, Yanjie Wang, Qinglong Guo, Qidong You and Jinxin Wang

We prepared seven novel oxa-caged Garcinia xanthones that were for the first time varied at the C-2 position of B ring and at the C-21/22 or C-23 position of the prenyl group in the caged scaffold. Their bioactivities against cancer cell lines were reported. Their structure–activity relationships were also discussed.

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    | Supplementary Material (8.6 MB)
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Published online 10 November 2014
A Novel Electrochemiluminescence Sensor for Sensitive Determination of Carbaryl Based on Solid Phase Microextraction at NH2–Graphene–Nafion Modified Electrode 
Sui Wang, Shasha Lv, Wenwen Wu and Zhiyong Guo

Electrochemiluminescence detection and solid phase microextraction using a NH2–graphene–Nafion modified glassy carbon electrode was developed for carbaryl with a linearity range of 5 × 10–4 to 10 μg mL–1 and a detection limit of 2 × 10–4 μg mL–1, which shows good reproducibility, stability, and precision.

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    | Supplementary Material (309 KB)
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Published online 07 November 2014
Zwitterionic CS2 Adducts of Bis(dialkylphosphino)amines: Syntheses, Spectroscopy, and Structures 
Diane A. Dickie, Raymond P. Ulibarri-Sanchez and Richard A. Kemp

Bis(diisopropylphosphino)amine and bis(di-t-butylphosphino)amine form adducts with carbon disulfide that are not labile in solution. The formal charges of the zwitterion are delocalized across the S–C–S and P–N–P moieties.

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Published online 05 November 2014
Synthesis of 6-Azapurines by Transformation of Toxoflavins and Reumycins (7-Azapteridines) and their Cytotoxicities 
Jun Ma, Fumio Yoneda and Tomohisa Nagamatsu

Novel 6-azapurines have been synthesised via a benzilic acid type rearrangement by treatment of toxoflavins and reumycins with 10 % aqueous or ethanolic NaOH. Further heating 6-azapurines in 10 % ethanolic NaOH afforded the corresponding 1-methyl-5,6-dioxo-1,4,5,6-tetrahydro-1,2,4-triazines with 1-methylurea. The antitumour activities of 6-azapurines against CCRF-HSB-2 and KB cell lines were also investigated.

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Published online 05 November 2014
Memories of an Old Colleague and Friend – Desmond J. Brown 
Heinz Duewell

This focus paper describes the reminiscences of Heinz Duewell with Des Brown in the laboratory, and the bush environs, in their formative years at the University of Sydney. The enduring friendship with Des and his wife Jan over the years was strengthened by their bond of common interest in natural history.

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Published online 05 November 2014
Facilitating Biomimetic Syntheses of Borrerine Derived Alkaloids by Means of Flow-Chemical Methods 
Sonja B. Kamptmann and Steven V. Ley

Flow chemistry, although now commonly used for general synthetic chemistry, has not been applied extensively in a biomimetic fashion. Here we show how the flow syntheses of borrerine derived alkaloids can use these principles to obtain complex architectures in a single step.

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Published online 05 November 2014
Selective Solvent Extraction of Silver(I) by Tris-Pyridyl Tripodal Ligands and X-Ray Structure of a Silver(I) Coordination Polymer Incorporating One Such Ligand 
David. J. Bray, Jack K. Clegg, Marco Wenzel, Kerstin Gloe, John C. McMurtrie, Katrina A. Jolliffe, Karsten Gloe and Leonard F. Lindoy

Three flexible tris-pyridyl donor tripodal ligands are shown to exhibit extraction selectivity for silver(i) in competition with six other (industrially important) transition and post-transition metal ions. Further, it has been demonstrated by X-ray crystallography that in one case an unusual ligand-linked two-dimensional coordination polymer is generated.

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Published online 05 November 2014
Fabrication of High Efficiency Dye-Sensitised Solar Cell with Zirconia-Doped TiO2 Nanoparticle and Nanowire Composite Photoanode Film 
D. Maheswari and P. Venkatachalam

Dye-sensitised solar cells (DSSCs) were fabricated using zirconia-doped TiO2 nanoparticle and nanowire composite photoanode sensitised with coumarin NKX-2700 dye and quasi-solid state electrolyte sandwiched together with cobalt sulfide-coated counter electrode and Hafnium oxide (HfO2) as a blocking layer. Enhanced efficiency (η) of 9.93 % was obtained.

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Published online 05 November 2014
A Simple Conversion of Creatinine to Creatol via Creatinine Chloroamine 
Kazuharu Ienaga, Yoshiaki Toya, Kiyohiko Nakajima and Mariko Tachikawa

Creatinine (2-amino-1,5-dihydro-l-methylimidazol-4-one) (1a) was converted in a simple way to creatol (2-amino-1,5-dihydro-5-hydroxy-l-methylimidazol-4-one) (1b) via creatinine chloramine (2-N-chloroamino-1,5-dihydro-l-methylimidazol-4-one) (3a), without using protecting groups. The creatinine chloramine exists in the 2-N-chloroamino form (3a) in aqueous solution, but in the solid state X-ray crystal analysis shows that it has the 2-N-chloroimino structure (2-N-chloroimino-1,5-dihydro-1-methylimidazol-4-one) (4a).

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Published online 05 November 2014
Some Remembrances of D. J. Brown by a Colleague 
Gordon B. Barlin

This article focuses on the involvement of Desmond Joseph Brown in the establishment of the Department of Medical Chemistry, The John Curtin School of Medical Research, ANU, and later his leadership of the Medical Chemistry Group. It also mentions his major contributions to the literature and research in heterocyclic chemistry, including the Dimroth Rearrangement, and in the training of students.

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Published online 03 November 2014
Preparation of Metal-Free Nitrogen-Doped Graphene Via Direct Electrochemical Exfoliation of Graphite in Ammonium Nitrate 
Richard Gondosiswanto, Xunyu Lu and Chuan Zhao

Metal-free nitrogen-doped graphene can be easily prepared by direct electrochemical exfoliation of graphite in aqueous ammonium nitrate electrolytes for use as catalysts for oxygen reduction reactions.

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Published online 03 November 2014
Hydrothermal Syntheses, Crystal Structures, and Luminescent Properties of Two MnII Coordination Polymers: From Two-Fold Interpenetrated pcu Topological Net to Polycatenated 2D+2D→3D Framework 
Wenlong Liu, Mengqiang Wu, Xueying Wang, Wei Wang, Dayu Liu and Bing Wang

Two new coordination polymers were successfully constructed using 1,4-bis(1-imidazol-yl)-2,5-dimethyl benzene with two dicarboxylate ligands. Complex 1 exhibits a 2-fold interpenetrated pcu net. Complex 2 shows an unusual polycatenated 2D+2D→3D framework.

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Published online 03 November 2014
Investigation of the Rotational Isomerism of Quinapril and Quinaprilat by UPLC–DAD and Elucidation of the Conformational Equilibrium by NMR 
Maha Dendeni, Nicolas Cimetiere, Isabelle Soutrel, Jean Paul Guegan, Najib Ben Hamida and Abdeltif Amrane

Quinapril and quinaprilat are two angiotensin-converting enzyme inhibitors characterized by a band broadening and a peak splitting when analyzed by ultra-performance liquid chromatography. These observations, attributed to the existence of a conformational s-ciss-trans equilibrium, established by the rotation around the peptide bond of both products, were examined by NMR and ultra-performance liquid chromatography–diode array detector.

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Published online 03 November 2014
Novel Tri-Cholesteryl Derivatives-Based Low Molecular Mass Organic Gelators with Multi-Stimuli Responsive Properties 
Min Xue, Chunmeng Yu, Gang Wang, Hang Yu and Yu Fang

Two novel tri-cholesteryl derivatives gel several liquids at room temperature. One of the gels, 1/cyclohexane, possesses multi-stimuli responsive properties and shows super smart and reversible thixotropic property. These findings suggest that there is a big potential for developing tri-cholesteryl derivatives into extraordinary low molecular mass gelators.

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Published online 03 November 2014
Square-Wave Voltammetric Determination of Nanomolar Levels of Linuron in Environmental Water Samples Using a Glassy Carbon Electrode Modified with Platinum Nanoparticles within a Dihexadecyl Phosphate Film 
Paola D. Marreto, Aline B. Trench, Fernando C. Vicentini, Luiz C. S. Figueiredo-Filho, Roberta A. Medeiros, Ernesto. C. Pereira and Orlando Fatibello-Filho

A new sensitive method for linuron determination using a glassy carbon electrode modified with platinum nanoparticles within a dihexadecyl phosphate film (PtNPs-DHP/GCE) and square-wave voltammetry was proposed.

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Published online 03 November 2014
Microwave-Assisted Synthesis of a Series of Ag/ZnO Nanocomposites and Evaluation of Their Photocatalytic Activities under Multi-Mode Photodegradation 
Li Li, Xiandan Huang, Yu Gao, Wenzhi Zhang, Xiuli Zhang and Xi Chen

A series of nanocomposites Ag/ZnO were prepared under different microwave power irradiation which combined with sedimentation, of which ZnO precursor particles were assembled as the characteristic of the cubic lattice of metallic silver. The different microwave power irradiation has an effect on the shapes, physical chemistry properties, and photocatalytic activities of Ag/ZnO.

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    | Supplementary Material (227 KB)
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Published online 03 November 2014
A Chemoenzymatic Route to the (+)-Form of the Amaryllidaceae Alkaloid Narseronine 
Shuxin Yang, Martin G. Banwell, Anthony C. Willis and Jas S. Ward

The enantiomerically pure metabolite 1, obtained through the whole-cell biotransformation of bromobenzene, has been converted into the (+)-form of the alkaloid narseronine [(+)-2]. This work complements that reported earlier in which the (–)-form of the alkaloid was produced, over a similar number of steps, from the same starting material.

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    | Supplementary Material (3.2 MB)
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Published online 27 October 2014
A Novel (3,4,9)-Connected 3D Metal–Organic Framework Based on the Non-Planar Tricarboxyl Tecton and Zn5O4-Cluster SBU 
Zhuo-Wei Wang, Hui Zhao, Min Chen and Min Hu

Reported here is an unusual three-dimensional ZnII (3,4,9)-connected (42.5)(3.43.52)(32.45.511.613.73.82) coordination framework constructed by a non-planar tricarboxyl tecton and Zn5O4-cluster secondary building units.

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    | Supplementary Material (231 KB)
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Published online 27 October 2014
Synthesis and Tautomerism of Curcumin Derivatives and Related Compounds 
Hiroyasu Taguchi, Daijiro Yanagisawa, Shigehiro Morikawa, Koichi Hirao, Nobuaki Shirai and Ikuo Tooyama

Curcumin and its derivatives have recently received attention for diagnostic and therapeutic uses for Alzheimer’s disease. And these compounds were found to bind to the Aβ aggregates in their enol form. We prepared curcumin derivatives with trifluoromethoxy groups, replacing the methoxy groups, and determined their keto/enol ratio in DMSO [D6].

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    | Supplementary Material (6.5 MB)
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Published online 21 October 2014
Cationic Charged Polymer Vesicles from Amphiphilic PEI-g-PSSA-g-PEI as Potential Gene Delivery Vehicles 
Liandong Feng, Xinyu Hu, Aming Xie, Hao Yu, Yangyang Liu, Jianfa Zhang and Wei Dong

Polymer vesicles have attracted extensive interest for a variety of biomedical applications. To our knowledge, few reports focus on polymer vesicles for gene delivery. A novel library of cationic polymer vesicles with tunable hydrophobicity is evaluated as efficient and low-cytotoxicity gene vectors.

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    | Supplementary Material (24 KB)
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Published online 21 October 2014
Solvatomorphism and Electronic Communication in FeIII N,N-Bis(salicylidene)-1,3-propanediamine Dimers 
Jitnapa Sirirak, David J. Harding, Phimphaka Harding, Lujia Liu and Shane G. Telfer

Two solvatomorphs of [(salpn)Fe(μ2-salpn)Fe(salpn)]·nMeOH (H2salpn = N,N′-bis(salicylidene)-1,3-propanediamine, n = 0.5MeOH (1) and MeOH (2)) are prepared. Structural analysis reveals different packing motifs in the structures resulting in an increased number of layers in 1. Electrochemical studies unexpectedly show weak electronic communication between the FeIII centres in these dimers.

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    | Supplementary Material (746 KB)
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Published online 21 October 2014
Ionic Liquid-Promoted Synthesis and Cholinesterase Inhibitory Activity of Highly Functionalized Spiropyrrolidines 
Raju Suresh Kumar, Abdulrahman I. Almansour, Natarajan Arumugam, Alireza Basiri, Yalda Kia and Raju Ranjith Kumar

A library of novel, highly functionalized spiropyrrolidines has been synthesized stereoselectively for the first time in ionic liquid medium employing [3+2] cycloaddition of a series of 2-arylmethylidene-5,6-dimethoxy-2,3-dihydro-1H-inden-1-ones with an unexplored azomethine ylide derived from acenaphthenequinone or isatin and tryptophan. These compounds were evaluated in vitro for their acetylcholinesterase (AChE) and butyrylcholinesterase (BChE) inhibitory activities.

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    | Supplementary Material (1.6 MB)
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Published online 20 October 2014
Probing the Mode of Neurotransmitter Binding to GABA Receptors Using Selectively Fluorinated GABA Analogues 
Nathan Absalom, Izumi Yamamoto, David O'Hagan, Luke Hunter and Mary Chebib

Fluorinated analogues of GABA have been developed to probe the conformation of GABA that activates GABA receptors. We have benchmarked the pharmacology of these analogues with the crystal structure of GABA bound to the GABAB receptor to develop an accurate pharmacophore comparing neurotransmitter binding to individual GABA receptors.

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Published online 17 October 2014
Synthesis and Spectroscopic Properties of a Novel Bifunctional Pyrene Derivative and its Incorporation into OligoDNA 
Tomohisa Moriguchi, Satomi Hida, Fumio Yoneda and Kazuo Shinozuka

A novel bi-functional pyrene derivative bearing both a modifiable silyl function (electron-donating group) and cyano function (electron-withdrawing group) was synthesized as a new labelling agent for biological substances. The fluorescence quantum yield of the modified pyrene was significantly increased. The modified pyrene was also successfully incorporated into oligoDNA.

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    | Supplementary Material (266 KB)
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Published online 16 October 2014
Bromination of Pyrimidines: A Simple Inexpensive Method 
Thomas J. Delia and Robin J. Hood

The introduction of halogens into the pyrimidine ring usually involves either specialised reagents or very aggressive conditions. This communication paper describes the introduction of bromine into position 5 of the pyrimidine ring using common inorganic salts at room temperature. An evaluation of the substituents required for successful reaction is provided.

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    | Supplementary Material (88 KB)
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Published online 15 October 2014
Continuous Flow Synthesis of RAFT Block Copolymers 
Ivan Martinez-Botella

The synthesis of block copolymers using continuous flow in combination with the Reversible Addition–Fragmentation chain Transfer (RAFT) method has proven to be more efficient and less time-consuming than traditional batch processes. This paper reviews one of the first RAFT polymerizations and two of the latest articles reporting the synthesis of block copolymers using RAFT technology in continuous flow.

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Published online 15 October 2014
Design and Synthesis of Piperazine-Based Task-Specific Ionic Liquids for Liquid–Liquid Extraction of CuII, NiII, and CoII from Water 
Weiyuan Xu, Liang Wang, Jianying Huang, Gerui Ren, Dandan Xu and Haihe Tong

The novel task-specific ionic liquids (TSILs) introducing piperazine substructures were synthesized via a simple four-step process starting from available materials. TSILs can efficiently remove Cu2+, Ni2+, and Co2+ from water in mild acid solutions. The thermodynamics indicated that the extraction process was exothermic and spontaneous in nature.

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    | Supplementary Material (376 KB)
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Published online 14 October 2014
ZnII Complexes Based on Hybrid N-Pyrazole, N′-imine Ligands: Synthesis, X-Ray Crystal Structure, NMR Characterisation, and 3D Supramolecular Properties 
Miguel Guerrero, Lourdes Rivas, Teresa Calvet, Mercè Font-Bardia and Josefina Pons

We present new ligands N-[3-(3,5-dimethyl-1H-pyrazol-1-yl)propylidene]ethylamine (L1) and N-[3-(3,5-dimethyl-1H-pyrazol-1-yl)propylidene]propylamine (L2) and their reactivity towards ZnII. Complete characterisation of compounds [ZnCl2(L)] (L = L1 (1) and L2 (2)) by analytical and spectroscopic methods and the resolution of structures by single X-ray diffraction are presented. The three-dimensional supramolecular structure through different intra- and intermolecular contacts is also studied.

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Published online 14 October 2014
A Combined Computational–Experimental Study of the Kinetics of Intramolecular Diels–Alder Reactions in a Series of 1,3,8-Nonatrienes 
William J. Lording, Alan D. Payne, Tory N. Cayzer, Michael S. Sherburn and Michael N. Paddon-Row

Experimental activation enthalpies for a series of intramolecular Diels–Alder reactions are used to benchmark computed values and recommendations are made. Kinetic isotope effects measurements confirm the computational predictions that the process is concerted but asynchronous.

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    | Supplementary Material (1.3 MB)
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Published online 14 October 2014
Synthesis and Structure of a Novel Substituted Benzothiazolyl-N-phenyl-2-pyridinecarbothioamide; Kinetics of Formation and Electrochemistry of Two of its Palladium Pincer Complexes 
Mark A.W. Lawrence, Yvette A. Jackson, Willem H. Mulder, Per Martin Björemark and Mikael Håkansson

The synthesis of bis-N-(2,5-dimethoxyphenyl)pyridine-2,6-dicarbothioamide, 6-(4,7-dimethoxy-2-benzothiazolyl)-N-(2,5-dimethoxyphenyl)-2-pyridinecarbothioamide, and the pincer palladium(ii) chloride, and acetate coordination compounds of the latter species are reported. The electrochemical properties, stability constants for the palladium complex formations, the kinetics of formation and the associated thermodynamic parameters are also presented, and the efficacy of the pincer system in the Suzuki–Miyaura cross-coupling reaction is explored.

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    | Supplementary Material (256 KB)
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Published online 08 October 2014
In Vitro Synergy Between Some Cationic Amphipathic Cyclooctapeptides and Antibiotics 
Maria Ngu-Schwemlein, Jenna Dumond, Lisa Rudd and Jean-Herbert Rigaud

The antimicrobial activities of some cationic amphipathic cyclooctapeptides in combination with select common antibiotics are evaluated. These cyclopeptides exhibited fast killing bactericidal activities. They showed enhanced antimicrobial activities in combination with tetracycline against S. aureus; a greater than 4-fold decrease in the minimum inhibition concentration was observed for some of these cyclopeptides.

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    | Supplementary Material (88 KB)
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Published online 07 October 2014
Fluorous 1,2,3-Triazol-4-ylmethyl Amines and Amine Derivatives for Novel Surfactant Applications 
Dominic V. Francis, Jason B. Harper and Roger W. Read

Mono- and bis(triazolylmethyl)amines and their derivatives have potential as functional surfactants. Building blocks have been prepared and strategies developed for the construction in good yields of a range of fluorous tertiary amine and amide derivatives with polyfluoroalkyl and oligoether substituents for enhanced surfactant activity.

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    | Supplementary Material (4.9 MB)
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Published online 06 October 2014
A Metal-Free and Ionic Liquid-Catalyzed Aerobic Oxidative Bromination in Water 
Jian Wang, Shu-Bin Chen, Shu-Guang Wang and Jing-Hua Li

A metal-free aerobic oxidative bromination of aromatic compounds in water has been developed.

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    | Supplementary Material (155 KB)
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Published online 06 October 2014
Structural Diversity and Fluorescence Regulation of Three ZnII Coordination Polymers Assembled from Mixed Ligands Tectons 
Ling-Yun Xin, Guang-Zhen Liu, Lu-Fang Ma, Xue Zhang and Li-Ya Wang

The mixed-ligand strategy involving 1,2-phenylenediacetic acid and various nitrogen-rich co-ligands produce three new Zn coordination polymers, which display a vast diversity of structures from two-dimensional (2D) stepwise grids, 2D double layers to three-dimensional (3D)→3D 4-fold interpenetrating diamondoid networks and various ligand-based fluorescence emissions.

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    | Supplementary Material (121 KB)
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Published online 06 October 2014
Structures and Photoluminescence Properties of Four Cadmium(ii) Coordination Polymers Synthesized by Rigid Ligands and N-Donor Ligands 
Qing-Guo Meng, Lin-Tong Wang, Ji-Tao Lu, Xin Wang, Wei Lu and Zi-Yu Song

Four metal–organic coordination polymers have been solvothermally synthesized and characterized based on rigid ligands and N-donor ligands.

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  ii) Coordination Polymers Synthesized by Rigid Ligands and N-Donor Ligands&title=Australian Journal of Chemistry&date=9999&volume=9999&spage=&epage=&aulast=Meng&aufirst=Qing-Guo" target="_blank" >  | Supplementary Material (189 KB)
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Published online 30 September 2014
Synthesis and Physical Properties of Hyperbranched Polymers Containing Twisted Acenes 
Xuemin Zhang, Hongtao Song, Jinchong Xiao, Tiejun Ren, Sujuan Wang, Zhenying Liu, Xinwu Ba and Yonggang Wu

Novel hyperbranched co-polymers HP1–HP4 with twisted acene units and truxene groups have been synthesised through Suzuki coupling reaction and characterised. The polymers show blue light emission in organic solvents and thin films, as well as high stability, which might be utilised as potential candidates for organic electronic materials.

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    | Supplementary Material (1.3 MB)
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Published online 29 September 2014
An Exploration of Organocatalyst 1,4-Diazabicyclo[2.2.2]octane in the Direct Regioselective and Chemoselective γ-Addition of β-Keto Amide on Isatin to Afford Structurally Diverse Molecular Frameworks 
Pramod B. Thakur and Harshadas M. Meshram

DABCO promoted efficient protocol is described for the regioselective and chemoselective γ-addition of β-keto amides on isatins to afford γ-(3-hydroxy-2-oxindole)-β-keto amide framework under metal-free condition. The developed method is environmentally benign in nature and applicable for variety of isatins as well as β-keto amides to provide new 3-hydroxy-2-oxindoles from readily available starting materials.

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    | Supplementary Material (3.6 MB)
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Published online 22 September 2014
Lanthanide-Based Polymers with Charged Ligand Backbones: Triple-Stranded Chain Structures and their DNA Cleavage Studies 
Ming Chen, Xiao-Yan Tang, Ming-Zhen Chen, Jin-Xiang Chen and Wen-Hua Chen

Four rare-earth metal complexes with one-dimensional chain structures are synthesised. All complexes can efficiently cleave DNA in the presence of H2O2, most probably via an oxidative cleavage mechanism. The high cleaving activities may be ascribed to the combinative effects of their polynuclear structures, trivalent lanthanide ions and quaternised moieties.

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    | Supplementary Material (2.1 MB)
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Published online 22 September 2014
Regioselective Dye-Induced Photocleavage of Epoxides as an Alternative Mild Synthetic Route to a Targeted Alcohol Functionality 
Anthony A. Provatas, Gary A. Epling, James D. Stuart and Aliaksandr Yeudakimau

The regioselective cleavage of epoxides under visible light leading to ring opening and formation of the corresponding alcohol in excellent yields is reported in this study as an alternative mild synthetic approach.

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Published online 22 September 2014
Acridine Synthesis by the Reaction of 2-(Perfluoroalkyl)aniline with ortho-Alkyl-Substituted Aromatic Grignard Reagent: Mechanistic Studies 
Lucjan Strekowski, Jianguo Zhang, Jaroslaw Saczewski and Ewa Wolinska

The reaction of 2-(perfluoroethyl)aniline and its higher perfluoroalkyl analogues with an arylmagnesium bromide substituted with a methyl or ethyl group at the ortho position furnishes an acridine containing a shorter perfluoroalkyl group at the 9-position and devoid of the methyl or ethyl group of the Grignard reagent. Yields are in the range of 46–93 %.

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    | Supplementary Material (216 KB)
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Published online 22 September 2014
Chitosan–Zinc Oxide Nanoparticles Combined with Dispersive Liquid–Liquid Microextraction for the Determination of BTEX in Water Samples 
Mostafa Khajeh, Leyla Azarsa and Mansoureh Rakhshanipour

The effects of exposure to BTEX comprise change in the liver and harmful influences on the kidneys, lungs, heart and nervous system. A special attention is focussed on the methods that are characterized by a considerable reduction or complete elimination of organic solvents. Dispersive liquid-liquid microextraction method is simple, efficient and fast.

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Published online 15 September 2014
Dinuclear Lanthanide–Carboxylate Compounds: Field-Induced Slow Relaxation of Magnetization for Dysprosium(iii) Analogue 
Yi-Lei Li, Qing-Yan Liu, Cai-Ming Liu, Yu-Ling Wang and Ling Chen

Three chiral dinuclear lanthanide–carboxylate compounds with the chiral ligand of (S)-(+)-2-(6-methoxy-2-naphthyl)propionate have been synthesized and structurally and magnetically characterized. The Dy-based compound exhibits slow magnetization relaxation with an energy barrier of 17.24(2) K.

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  iii) Analogue&title=Australian Journal of Chemistry&date=9999&volume=9999&spage=NULL&epage=NULL&aulast=Li&aufirst=Yi-Lei" target="_blank" >  | Supplementary Material (200 KB)
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Published online 03 September 2014
Reactions of Methyl Ketones and (Hetero)arylcarboxamides with N,N-Dimethylacetamide Dimethyl Acetal. A Simple Metal-Free Synthesis of 2,4,6-Trisubstituted Pyridines 
Benjamin Prek, Uroš Grošelj, Marta Kasunič, Silvo Zupančič, Jurij Svete and Branko Stanovnik

Two metal-free syntheses of 2,4,6-trisubstituted pyridines prepared either from aryl or heteroaryl methyl ketones and N,N-dimethylacetamide dimethyl acetal (DMADMA) via enaminones, or from the corresponding carboxamides by treatment with an excess of DMADMA, are described.

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    | Supplementary Material (2.3 MB)
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Published online 01 September 2014
Plasma-Fabricated Surface Plasmon Resonance Chip for Biosensing 
Ram P. Gandhiraman, Gowri Manickam, Laura Kerr, Chandra K. Dixit, Colin Doyle, David E. Williams and Stephen Daniels

Metal nanostructures encapsulated by plasma-polymerized aminosilane film for biomolecular detection using surface plasmon resonance.

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Published online 01 September 2014
Friedel–Crafts Chemistry. Part 43. A Convergent Construction of Some New Bridged Aza-Bicyclic Analogues of Azocine, Azonine, and Azecine via Friedel–Crafts Ring Closures 
Hassan A. K. Abd El-Aal, Ali A. Khalaf and Ahmed M. A. El-Khawaga

Expedient methods for the synthesis of hitherto unrecorded fused bridged azatetracyclic azocines, azonines, and azecines via Friedel–Crafts cyclialkylations and cycliacylations of suitable synthesized tertiary alcohols and carboxylic acids are described.

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Published online 01 September 2014
Determination of Trace Arsenic Content in Commercial Crispbread by Hydride Generation Inductively Coupled Plasma Optical Emission Spectrometry 
Maja Welna

This paper describes the selection, optimization, and application of sample treatment for the determination of total As in various crispbreads by hydride generation inductively coupled plasma optical emission spectrometry (HG–ICP–OES). A simple and dependable method, i.e. without the need of previous sample total acidic digestion was proposed.

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Published online 27 August 2014
Investigation of the Photodegradation of Reactive Blue 19 on P-25 Titanium Dioxide: Effect of Experimental Parameters 
Faridah Abu Bakar, Jan-Yves Ruzicka, Ida Nuramdhani, Bryce E. Williamson, Meike Holzenkaempfer and Vladimir B. Golovko

The use of reactive dyes has grown rapidly; however, ~20–50 % of these dyes are being discarded as coloured effluent. In this paper, systematic investigation of the effects of a wide range of reaction parameters on the catalytic photodegradation of the industrial dye Reactive Blue 19 (RB19) by titanium dioxide is reported.

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    | Supplementary Material (365 KB)
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Published online 26 August 2014
The Influence of Water and Metal Salt on the Transport and Structural Properties of 1-Octyl-3-methylimidazolium Chloride 
Nicolas Goujon, Nolene Byrne, Tiffany R. Walsh and Maria Forsyth

We show the influence that two metal salts, zinc chloride and magnesium chloride, have on the transport properties of the nanostructured 1-methyl-3-octylimidazolium chloride, OMImCl, at varying water concentrations. The impact the metal salts have on the transport properties is directly related to their water structuring or destructing capabilities.

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Published online 25 August 2014
Two CoII Compounds Showing Interesting Magnetic Properties Modulated by Supramolecular Interactions 
Xiao-Min Zhang, Li-Na Meng, Jian-Qiang Li, Xue-Feng Feng, Ming-Biao Luo and Feng Luo

Here two novel 3D frameworks are presented. Their magneto-structure is very similar; however, due to the distinct 2D structure and supramolecular interactions, different magnetic properties are observed in 1 and 2, such as spin-canting behaviour v. antiferromagnetic magnetic ordering.

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Published online 25 August 2014
2-Cyanobenzoic Acids: Tautomeric Equilibria Study 
Dacio Adhemar Iglesias, Danila Luján Ruiz and Patricia Ercilia Allegretti

The understanding of the nature of tautomeric equilibria is relevant to the study of processes of both organic chemistry and biochemistry. In the present work, a study of ring–chain tautomerism in 2-cyanobenzoic acids was carried out by means of mass spectrometry.

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    | Supplementary Material (506 KB)
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Published online 21 August 2014
Fluorovinyl Thioethers as Putative Steric and Electronic Thioester Enolate Mimetics: Chemoselective HF Addition to Acetylene Thioethers 
Davide Bello, Rodrigo A. Cormanich and David O'Hagan

Fluorovinyl thioethers are presented as a putative biomimetic surrogate for the enol/ate of a thioester. A method is explored for the preparation of fluorovinyl thioethers by treatment of acetylene thioethers with pyridinium (poly)-hydrogen fluoride. A fluorovinyl thioether representing the terminus of the pantothenoyl chain of acetyl-CoA is prepared as a relevant biomimetic example.

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    | Supplementary Material (1017 KB)
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Published online 19 August 2014
Biosynthetic Incorporation of Fluorinated Amino Acids into Peptides and Proteins 
Samuel A. Fraser and Christopher J. Easton

Native and engineered protein biosynthetic machinery has been used to incorporate many fluorinated amino acids into peptides, conferring them with a diverse variety of interesting properties. This biochemical synthetic approach should routinely be assessed as an alternative to traditional solid- and solution-phase peptide synthesis.

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Published online 18 August 2014
Synthesis, Structure, and Visible Phosphorescence Emission of Novel CuI Coordination Polymers Based on 4,4′-Bis(3-pyridyl)-2,2′-bis(hydroxylmethyl) Biphenyl 
Guo-Xia Jin, Jian-Ping Ma, Chuan-Zhi Sun and Yu-Bin Dong

New CuI coordination polymers emit strong orange and yellow–orange phosphorescence.

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    | Supplementary Material (1.3 MB)
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Published online 12 August 2014
Fluoropolymers: Origin, Production, and Industrial and Commercial Applications 
James Gardiner

Fluoropolymers have had a major industrial and commercial impact since their discovery almost 80 years ago. From development during the Manhattan project and the introduction of Teflon, to today’s modern polymers, these unique materials have found use in almost every area of society. This review summarises the history of fluoropolymers, their production, and modern day applications.

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Published online 11 August 2014
Construction of CuII Cluster-Based Magnetic Metal–Organic Framework Derived from a V-Shaped Aromatic Dicarboxylate Ligand 
Yong-Qiang Chen, Yuan Tian and Jun Li

A new three-dimensional Cu8-based magnetic metal–organic framework (MMOF) with a bcu topology net has been successfully obtained. Moreover, magnetic investigation of this complex suggests anti-ferromagnetic couplings between metal centres.

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    | Supplementary Material (392 KB)
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Published online 08 August 2014
Electrochemical and Photoelectrochemical Investigation of New Self-Assembled Films Based on Prussian Blue and a Terpyridyl RuII Complex 
Qiu-Ying Huang, Si-Yuan Kang, Hao Lin and Ke-Zhi Wang

A new hybrid multilayer film containing Prussian blue and a bis-terpyridyl RuII complex was uniformly fabricated, which exhibited a significant cathodic photocurrent density of 7.72 μA cm–2 for an 11-layer film, and three quasi-reversible redox couples associated with these two film-forming components.

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Published online 05 August 2014
A Facile Synthesis of Tris(indolyl)propanes by Concerted 1,2- and 1,4-Friedel-Crafts Attack of Indoles to α,β-Unsaturated Aldimines 
Manping Zhao, Xiuli Zhang, Chengxiang He, Pinaki S. Bhadury and Zhihua Sun

The Friedel-Crafts reaction of indoles with a wide range of α,β-unsaturated aldimines catalysed by binaphthyl phosphoric acid is demonstrated. The resulting tris(indolyl)propanes are presumably generated by a concerted 1,2- and 1,4-nucleophilic attack to the conjugated imines. According to the preliminary bioassay results, the compound 4e exhibits moderate activity against pancreatic cancer cells.

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    | Supplementary Material (1012 KB)
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Published online 21 July 2014
Oxyhalogen–Sulfur Chemistry: Kinetics and Mechanism of Oxidation of Tiopronin by Acidified Bromate and Aqueous Bromine 
Wilbes Mbiya, Risikat Adigun, Thai Tran, Yadana Htwe and Reuben H. Simoyi

Biologically active compounds containing a thiol group are oxidatively bioactivated in physiological environment. This study involves the putative mechanism of oxidative bioactivation of tiopronin. Tiopronin, N-2-(mercaptopropionyl)glycine (MPG), is a glycine derivative with a thiol group that has properties similar to those of penicillamine, one of the flagship antibiotics.

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Published online 18 July 2014
Cooperative Conformational Regulation in N-Heterocyclic Fluorohydrins 
Alpesh Ramanlal Patel and Fei Liu

The conformation control of flexible seven-membered N-heterocycle ring structures is important for their bioactivity. Fluorine substitution in the appropriate relative configuration significantly reduces conformational disorder in highly substituted azepanes.

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    | Supplementary Material (16.8 MB)
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Published online 14 July 2014
A Novel Approach to the Functionalisation of Pristine Carbon Fibre Using Azomethine 1,3-Dipolar Cycloaddition 
Linden Servinis, Thomas R. Gengenbach, Mickey G. Huson, Luke C. Henderson and Bronwyn L. Fox

The use of reactive azomethine ylides, generated in situ, as a methodology to graft organic molecules onto the surface of unsized carbon fibre is presented. It was found that compounds bearing a pendant amine demonstrated enhanced fibre-to-matrix adhesion using the single-fibre fragmentation test in addition to samples showing transverse cracking within the epoxy matrix.

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    | Supplementary Material (833 KB)
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Published online 09 July 2014
Aerosol-Assisted Chemical Vapour Deposition for Iron Selenide Thin Films from Single Source Ferrocene-Incorporated Selenourea Precursor in the Presence of Surfactants 
Raja Azadar Hussain, Amin Badshah, Farida Yasmin, Malik Dilshad Khan and Muhammad Nawaz Tahir

This article presents the synthesis and characterisation of a single source molecular precursor 1-(2-fluorolbenzoyl)-3-(3-ferrocenylphenyl)selenourea. This precursor has been used for the fabrication of FeSe thin films by aerosol-assisted chemical vapour deposition in the presence of different concentrations of two different surfactants (triton and span).

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    | Supplementary Material (454 KB)
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Published online 03 July 2014
MnII-Doped ZnS Quantum Dots Modified with Tiopronin for Mercury(II) Detection 
Xin Liu, Xun-Shou Zhan, Fang-Ying Wu and Li-Hua Ma

A simple, low-cost, and rapid fluorescent detection of aqueous mercuric ions based on MnII-doped ZnS quantum dots modified with tiopronin is described. The detection limit of the introduced assay (8.9 nM) is lower than the concentration of 30 nM recommended by the World Health Organization (WHO) for inorganic mercury in drinking water.

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    | Supplementary Material (171 KB)
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Published online 25 June 2014
Trichloroisocyanuric Acid/Triphenylphosphine-Mediated Synthesis of Benzimidazoles, Benzoxazoles, and Benzothiazoles 
Soodabeh Rezazadeh, Batool Akhlaghinia and Nasrin Razavi

A new and efficient method for preparation of benzimidazoles, benzoxazoles, and benzothiazoles from reactions of different carboxylic acids with o-phenylenediamine, o-aminophenol, and o-aminothiophenol in the presence of triphenylphosphine/trichloroisocyanuric acid system is presented. The remarkable advantages are the inexpensive and readily available reagent, simple procedure, mild conditions, and good-to-excellent yields.

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    | Supplementary Material (14.9 MB)
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Published online 24 June 2014
Microwave-Assisted Synthesis of Ruthenium(II) Complexes with Trimethylsilylacetylene as Inhibitors against the Migration of Breast Cancer Cells 
Zhao Zhang, Ya-Jun Wang, Qiong Wu, Xiao-Hui Wu, Fu-Qiang Sun, Bao-Guo Wang, Wen-Jie Mei and Si-Dong Chen

Two novel chiral ruthenium(ii) complexes with TMSA were synthesised by Songogashira coupling reaction under microwave irradiation, and can distribute and enrich in the nucleus of cancer cells and inhibit the migration of MDA-MB-231 cells.

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    | Supplementary Material (218 KB)
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Published online 23 June 2014
Characterization and Acidic Properties of AlMCM-41 Prepared by Conventional and Post-Synthesis Alumination 
Maria J. F. Costa, Thiago Chellappa, Antonio S. Araujo, Viviane M. Fonseca, Valter J. Fernandes, Rubens M. Nascimento and José G. A. Pacheco

The acidic properties of MCM-41 hexagonally ordered mesoporous silica were created by an isomorphous substitution of Si by a trivalent cation Al3+, generating catalysts of the AlMCM-41 type prepared by conventional and post-synthesis alumination.

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Published online 18 June 2014
Metal Ion-Driven Assembly of Two New Coordination Polymers Constructed by Asymmetric Tricarboxylate and Imidazole-Containing Ligands: Syntheses, Crystal Structures, and Luminescent Properties 
Wenlong Liu, Xueying Wang, Mengqiang Wu and Bing Wang

Two new coordination polymers have been obtained under hydrothermal conditions based on asymmetrical carboxylate ligands. It is shown that the asymmetrically tricarboxylate can bear diverse structures regulated by metal ions.

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    | Supplementary Material (77 KB)
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Published online 18 June 2014
Enzymatic Synthesis of p-Cresol Oligomers and Evaluation of their Free Radical Scavenging Activity 
Lei Zhang, Ling-Yan Jiang, Ke Zheng, Hua Duan, Min Li and Yuan-Chen Cui

An environmentally benign aqueous micelle system was successfully used as reaction medium to perform enzymatic polymerization of p-cresol. The structure of the resulting p-cresol oligomers is similar to that of polyphenolic compounds in natural plants. p-Cresol oligomers show good free radical scavenging activity and good prospects as novel antioxidant.

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    | Supplementary Material (104 KB)
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Published online 12 June 2014
Synergistic Antibacterial Activity of Nanohybrid Materials ZnO–Ag and ZnO–Au: Synthesis, Characterization, and Comparative Analysis of Undoped and Doped ZnO Nanoparticles 
Adriana Berenice Pérez Jiménez, Carlos Alberto Huerta Aguilar, Jorge Manuel Vázquez Ramos and Pandiyan Thangarasu

Because ZnO and Ag nanoparticles (NPs) effectively inhibit foodborne pathogens, both metals are expected to produce a more effective inhibitor as a result of hybrid properties. It has been reported that Ag-doped ZnO NPs and ZnO NPs do not show much difference in antibacterial activities, but show an increase in bacterial inhibition. To explain why doping of Ag NPs, unlike Au NPs, in ZnO NPs influences the antibacterial activities, ZnO, ZnO–Ag, and ZnO–Au NPs were synthesized.

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Published online 06 June 2014
Functionalisation of Imidazolin-2-imine to Corresponding Phosphinamine, Chalcogenide (O, S, Se, Te), and Borane Compounds 
Kishor Naktode, Sayak Das Gupta, Abhinanda Kundu, Salil K. Jana, Hari Pada Nayek, Bhabani S. Mallik and Tarun K. Panda

Imidazolin-2-imine was functionalised at the imine end by to synthesise imidazolin-2-ylidine-1,1-diphenylphosphinamine (2) and it was treated further with elemental sulfur, selenium, and tellurium to afford the corresponding chalcogenide derivatives.

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    | Supplementary Material (277 KB)
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Published online 06 June 2014
[18F]Fluorination Optimisation and the Fully Automated Production of [18F]MEL050 Using a Microfluidic System 
Lidia Matesic, Annukka Kallinen, Naomi A. Wyatt, Tien Q. Pham, Ivan Greguric and Giancarlo Pascali

The [18F]radiolabelling optimisation of [18F]MEL050 was performed using a microfluidic system. The radiochemical production was then fully automated and performed on a larger scale, in quantities sufficient for preclinical studies.

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    | Supplementary Material (101 KB)
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Published online 04 June 2014
Synthesis and Photoreaction of 2-Amino-3-cyano-4-aryl-4H-pyrans 
Wuji Sun, Yangye Jiang, Hong Yan and Xiuqing Song

A series of 2-amino-3-cyano-4-aryl-4H-pyrans were synthesised by reacting malononitrile, ethyl acetoacetate and aromatic aldehydes under ultrasound irradiation. The photoreaction of 2-amino-3-cyano-4-aryl-4H-pyrans were tested in conventional solvents to generate the 1,3-butadienes under irradiation with UV light. The 1,3-butadiene structures were determined by 1H and 13C NMR spectra, high-resolution mass spectrometry, and single crystal X-ray diffraction analysis.

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    | Supplementary Material (1.1 MB)
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Published online 02 June 2014
Dawson-type Polyoxometalate Covalently Linked to Naphthalene: Synthesis, Characterisation and Material Properties 
Jing Ni, Zhou Zhou, Li Liu, Shi-Zhong Liu, Fa-Bao Li, Guang-Hua Li and Zu-Liang Du

A novel covalently linked organic–polyoxometalate hybrid compound was prepared and characterised. It displayed interesting electrical conductivity behaviours, photovoltage response, and photocatalytic activity.

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Published online 26 May 2014
Effect of Modifying the Anion of an Ionic Liquid on the Outcome of an SN2 Process 
Sinead T. Keaveney, Dominic V. Francis, Winnie Cao, Ronald S. Haines and Jason B. Harper

A general ionic liquid effect is observed for the substitution reaction shown above for ionic liquids containing different anions, including [N(CF3SO2)2], [PF6], and [BF4]. In all cases, an increase in rate constant is seen relative to acetonitrile though the microscopic origin of these changes differs with the anion used.

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    | Supplementary Material (158 KB)
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Published online 23 May 2014
A Highly Selective and Sensitive Chemosensor for Colorimetric and Fluorescent Detection of Al3+ and Living Cell Imaging 
Xiao-Bo Li, Jia-Yi Chen and En-Ju Wang

The colorimetric and fluorescent dual chemosensor, (E)-N'-((2-hydroxynaphthalen-1-yl)methylene)nicotinohydrazide (HNN), exhibits a specific response to Al3+.

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    | Supplementary Material (295 KB)
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Published online 22 May 2014
Bioisosteric Fluorine in the Clandestine Design of Synthetic Cannabinoids 
Shane M. Wilkinson, Samuel D. Banister and Michael Kassiou

Over the past decade, a plethora of indole-based synthetic cannabinoids (SCs) have emerged with structures inspired by scientific literature. The latest generation of SCs frequently use bioisosteric fluorine-for-hydrogen replacement. This highlight explores the evolution of SCs to this latest generation of fluorinated SCs, where accumulating evidence indicates increased health concerns.

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Published online 21 May 2014
Investigation of cis- and trans-4-Fluoroprolines as Enantioselective Catalysts in a Variety of Organic Transformations 
Daryl Q. J. Yap, Raju Cheerlavancha, Renecia Lowe, Siyao Wang and Luke Hunter

Cis- and trans-4-fluoroprolines are investigated as catalysts in five different organic transformations. Significant differences in enantioselectivity are observed between the two fluorinated catalysts, confirming that the ring pucker is important.

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    | Supplementary Material (1.8 MB)
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Published online 19 May 2014
Synthesis, Photo-physical and Electrochemical Properties of Dendrimers with (S)-BINOL Core and Benzothiazole Surface Unit 
Venkatesan Kalpana, Kannan Rajavelu and Perumal Rajakumar

Chiral dendritic architectures with benzothiazole as surface group, 1,2,3-triazole as bridging unit, and (S)-BINOL as core unit were synthesised in good yields via a convergent synthetic strategy. All the dendrimers showed excellent optical and electrochemical response and hence would find application in dye sensitised solar cells.

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    | Supplementary Material (2.7 MB)
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Published online 15 May 2014
Trifluoromethylphenylcarbenes. Carbene-Carbene Interconversion on the Singlet Energy Surface and Rearrangement to Trifluorobenzocyclobutene, Trifluorostyrene, and Trifluoromethylfulvenallenes 
Rodney J. Blanch and Curt Wentrup

The four isomeric α-, ortho-, meta-, and para-trifluoromethylphenylcarbenes interconvert thermally and in part photochemically. Electron spin resonance investigations indicate that carbene-carbene rearrangement takes place on the singlet energy surface and is competitive with intersystem crossing to the triplet state. Flash vacuum thermolysis of the α-trifluoromethylphenylcarbene results in rearrangement to trifluorobenzocyclobutene and trifluorostyrene.

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    | Supplementary Material (4.4 MB)
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Published online 15 May 2014
Three ZnII Coordination Polymers Based on 1,2-Naphthalenedicarboxylate and Different 4,4′-Bipyridyl-like Bridging Co-ligands: Structural Regulation and Properties 
Min Chen, Zhuo-Wei Wang, Hui Zhao and Chun-Sen Liu

The construction of three luminescent ZnII coordination polymers has been successfully achieved based on 1,2-naphthalenedicarboxylate, and their diverse supramolecular structures can be well regulated by incorporating different auxiliary N-donor co-ligands.

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    | Supplementary Material (114 KB)
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Published online 07 May 2014
Evaluation of Antiradical Activity and Reducing Capacity of Synthesised Bispyridinium Dibromides Obtained by Quaternisation of 4-Pyridyl-1,4-dihydropyridines with Propargyl Bromide 
Martins Rucins, Marina Gosteva, Sergey Belyakov, Arkadij Sobolev, Karlis Pajuste, Mara Plotniece, Brigita Cekavicus, Dace Tirzite and Aiva Plotniece

New bispyridinium dibromides on a 1,4-dihydropyridine (1,4-DHP) core were synthesised in the reaction between propargyl bromide and 4-pyridyl-1,4-DHP derivatives with variation of electronic nature of the 1,4-DHP cycle. The antiradical activity and reducing capacity of the newly synthesised compounds have been evaluated.

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Published online 22 April 2014
Synthesis, Structures, and Properties of Four Novel HgII Complexes Based on Pyridine Acylamide Ligands 
Xiao-Min Zhang, Xue-Feng Feng, Jian-Qiang Li and Feng Luo

We present here four novel HgII complexes. 1 and 2 are supramolecular isomers, which have one-dimensional (1D) helical chain or 1D meso-helical chain, respectively. Complex 3 shows a novel Z-shaped zero-dimensional structure. In complex 4, flexible L3 ligands link HgI2 units to construct a 1D helical chain.

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blank image Australian Journal of Chemistry
Volume 67 Number 12 2014
RESEARCH FRONT: International Year of Crystallography 2014

 
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Table of Contents 
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The H.G. Smith Award Article: Fluorescent Analogues of NAMI-A: Synthesis, Characterisation, Fluorescent Properties, and Preliminary Biological Studies in Human Lung Cancer Cells 
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Sumy Antony , Jonathan C. Morris , Toby D. M. Bell , Tracey Brown , Leone Spiccia and Hugh H. Harris
pp. 1711-1717

Ruthenium anticancer drugs, such as NAMI-A and KP1019, show promise in the clinic despite limited understanding of how they work. We have developed a synthetic strategy to tag the imidazole of NAMI-A with fluorescent or other functionalities, which may lead to an improved understanding of the modes of action of this class of drug.

   | Supplementary Material (724 KB)
 

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International Year of Crystallography 
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Stuart R. Batten , Bostjan Kobe and Luke Guddat
pp. 1718-1719

This special issue celebrates the International Year of Crystallography (2014), and collects together a series of papers which illustrate the range and power of crystallography 100 years after its birth.

 
 

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Crystallography and New Medicines: Examples from Influenza and Cell Death 
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Peter M. Colman
pp. 1720-1723

Influenza virus neuraminidase inhibitors are an early example of the role of crystallography in the discovery of new medicines.

 
  
 

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Membrane Protein Structures for Rational Antimicrobial Drug Design 
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Patricia M. Walden , Roisin M. McMahon and Julia K. Archbold
pp. 1724-1731

Antibiotic resistance is a major global health threat. Bacteria have developed novel resistance mechanisms to many of the latest generations of antibiotics and there is an urgent need to develop new therapies to combat these infections. Here we review recent breakthroughs in bacterial membrane protein structural determination and their potential for the future rational design of novel antimicrobial therapies.

 
  
 

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The Relevance of Structural Biology in Studying Molecules Involved in Parasite–Host Interactions: Potential for Designing New Interventions 
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Lyndel Mason , Parisa Amani , Megan Cross , Joshua Baker , Ulla-Maja Bailey , Malcolm K. Jones , Robin B. Gasser and Andreas Hofmann
pp. 1732-1740

Individual members of pathogen protein families with conserved three-dimensional topologies often show high levels of specialisation, which is achieved through grafting particular structural features onto the shared overall fold. Such instances exemplify the need for experimental three-dimensional structures provided by protein crystallography, which remain an essential component of this area of research.

 
  
 

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RNA and RNA–Protein Complex Crystallography and its Challenges 
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Janine K. Flores , James L. Walshe and Sandro F. Ataide
pp. 1741-1750

Novel biological functions for RNAs have led to a growing interest in RNA–protein interactions and their importance in cell regulation. However, obtaining large amounts of RNA for X-ray crystallographic studies has proved to be an ongoing challenge. Current advances in this field along with established techniques are explored in this review.

 
  
 

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Looking for Hydrogen Atoms: Neutron Crystallography Provides Novel Insights Into Protein Structure and Function 
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Emily A. Golden and Alice Vrielink
pp. 1751-1762

The application of neutron crystallography to protein crystals has provided unique insight into protein structure and function such as in the study of low-barrier hydrogen bonds and protein–ligand interactions. In this review, we give an overview of neutron protein crystallography and highlight some of the recent advances in knowledge.

 
  
 

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Inhibitors of Galectins and Implications for Structure-Based Design of Galectin-Specific Therapeutics 
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Helen Blanchard , Khuchtumur Bum-Erdene and Matthew W. Hugo
pp. 1763-1779

Galectins have significant roles in many diseases including cancer and consequently are important targets for drug development. Design of inhibitors that are effective in vivo and also those that can specifically target particular galectins remains a major challenge. This review highlights the current status of play in tackling the design of effective and selective galectin-therapeutics.

 
  
 

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Discovery of Phosphodiesterase-4 Inhibitors: Serendipity and Rational Drug Design 
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Susanne C. Feil , Jessica K. Holien , Craig J. Morton , Nancy C. Hancock , Philip E. Thompson and Michael W. Parker
pp. 1780-1785

Thiophene-based inhibitors are promising drugs to inhibit the catalytic activity of phosphodiesterase 4 (PDE4). Such drugs could find uses in the treatment of certain inflammatory and neurological diseases. Crystallography has played a key role in the development of PDE4 inhibitors.

 
  
 

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Small-Angle X-Ray Scattering for the Discerning Macromolecular Crystallographer 
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Lachlan W. Casey , Alan E. Mark and Bostjan Kobe
pp. 1786-1792

The averaged nature of small-angle X-ray scattering (SAXS) data presents a significant risk of over-interpretation to the unwary practitioner. In this review, a series of recent examples are used to illustrate both the challenges for interpretation and a number of approaches through which these can be overcome.

 
  
 

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Reflections on the Many Facets of Protein Microcrystallography 
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Marion Boudes , Damià Garriga and Fasséli Coulibaly
pp. 1793-1806

Since the development of the first dedicated microfocus beamline in the mid-90s, protein microcrystallography has been implemented at >10 synchrotrons worldwide, becoming the norm whenever available. This review aims to describe the many facets of microcrystallography with a focus on specific challenges and opportunities in the field.

 
  
 

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Nanoscale Order in Molecular Systems from Single Crystal Diffuse Scattering 
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Darren J. Goossens and T. Richard Welberry
pp. 1807-1812

In crystallography, diffuse scattering contains a wealth of information about the local order in crystalline materials. At one extreme a very simplified model may demonstrate particular qualitative effects, while at the other a quantitative and very detailed description of disordered structures can be obtained. Examples discussed include the local anaesthetic, benzocaine, and new results concerning p-chloro-N-(p-chloro- benzylidene)aniline.

 
  
 

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What's in a Name? Moving Towards a Limited Vocabulary for Macromolecular Crystallisation 
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Janet Newman , Thomas S. Peat and G. Paul Savage
pp. 1813-1817

Large amounts of minable data should be available from the millions of protein crystallisation experiments that are set up each year. In order to get to this knowledge we need to impose standards for how these experiments are recorded.

 
    | Supplementary Material (53 KB)
 

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Crystal ‘Unengineering’: Reducing the Crystallisability of Sulfolobus solfataricus Hjc 
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Claire L. Middleton , Joanne L. Parker , Gavin J. Knott , Malcolm F. White and Charles S. Bond
pp. 1818-1823

The enzyme Hjc crystallised too readily, resulting in a poorly diffracting crystals. Mutagenesis was used to improve crystallisability, but had negative consequences for DNA binding activity.

 
  
 

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Single-Crystal Neutron Diffraction Study of Superstructure Ordering and Domain Behaviour in Brownmillerite-Type Ca2Fe2O5 
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Josie E. Auckett , Andrew J. Studer and Chris D. Ling
pp. 1824-1828

Monochromatic neutron diffraction data of a floating-zone grown crystal of Ca2Fe2O5 at 800°C showing incommensurate satellite reflections (highlighted by the white rectangle).

 
  
 

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Hydrogen Bonding of O-Ethylxanthate Compounds and Neutron Structural Determination of C–H···S Interactions 
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Lauren K. Macreadie , Alison J. Edwards , Anthony S. R. Chesman and David R. Turner
pp. 1829-1839

A range of ethylxanthate salts have been structurally characterised. The number of NH donor atoms affects greatly the dimensionality of the hydrogen-bonding networks. Laue neutron diffraction data are used to rationalise C–H···S hydrogen bonds.

 
    | Supplementary Material (676 KB)
 

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Graded IR Filters: Distinguishing Between Single and Multipoint NO2···I Halogen Bonded Supramolecular Synthons (P, Q, and R Synthons) 
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Subhankar Saha , Somnath Ganguly and Gautam R. Desiraju
pp. 1840-1848

An IR method is provided that distinguishes between supramolecular synthons that have nitro•••iodo recognition, but differ in topological and geometrical attributes. The method is also able to identify systems that contain nitro and iodo functional groups, but lack a nitro•••iodo synthon.

   | Supplementary Material (2.5 MB)  |        Open Access Article
 

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Assembly of Layer-Type Organosilver(I) Complexes Incorporating Nitrate and Isomeric Halophenylethynide Ligands 
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Ping-Shing Cheng , Sam C. K. Hau and Thomas C. W. Mak
pp. 1849-1859

Investigation of silver(i) nitrate complexes containing a halo-substituted phenyl nucleus bearing ethynyl substituents at variable positions provided detailed information on their coordination preferences, and the co-existence of silver(i)–ethynide and silver(i)–halogen interactions in the assembly of coordination networks, which are consolidated by argentophilic and weak intra- or inter-molecular interactions.

 
    | Supplementary Material (512 KB)
 

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Adventitiously Obtained Rare-Earth Peroxide Complexes and Their Structural Characterisation 
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Glen B. Deacon , Craig M. Forsyth , Dominique Freckmann , Peter C. Junk , Kristina Konstas , Jenny Luu , Gerd Meyer and Daniel Werner
pp. 1860-1865

The structures of three adventitiously obtained peroxolanthanoid complexes have been determined, namely, [Yb2(Cp)4(μ-O)2/3(μ-O2)1/3(thf)2], [Nd2(o-PhPhForm)4(thf)4(μ-O2)] (o-PhPhForm = N,N′-bis(2-phenylphenylformamidinate), and [Eu4(FForm)6(μ-OH)23-O2)2(μ-diglyme)2]·2diglyme.

 
  
 

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Application of the Variable Oxygen Probe to Determine the π-Electron Donor Ability of the Alkyne Group 
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Benjamin L. Harris and Jonathan M. White
pp. 1866-1870

Variable oxygen probe analysis of the derivatives of propargyl alcohol provided evidence that the ethynyl substituent is a relatively weak π-electron donor, and is a slightly less effective donor than the C–C bond of an ethyl substituent.

 
    | Supplementary Material (6.2 MB)
 

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Coordination Polymers Constructed from TCNQ2– Anions and Chelating Ligands 
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Brendan F. Abrahams , Robert W. Elliott and Richard Robson
pp. 1871-1877

Five new coordination polymers have been synthesised in which divalent metal centres are linked by the redox-active dianion of TCNQ. The inclusion of a terminal chelating ligand results in corrugated two-dimensional networks when CdII and MnII are used, whereas an unusual three-dimensional network is formed in the case of CoII.

 
    | Supplementary Material (75 KB)
 

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A Barium Vanadium(V) Selenite Hydrate, Ba(VO2)2(SeO3)2·H2O: A Novel 3D Polymer of Cross-Linked Sheets with Embedded ···V–O–V··· 21 Helices 
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Kieryn L. Kilminster , Francis J. Lincoln , Brian W. Skelton and Allan H. White
pp. 1878-1881

The structural characterisation of a novel barium vanadium(v) selenite, Ba(VO2)2(SeO2)2·H2O, is recorded.

 
  
 

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These articles have been peer reviewed and accepted for publication. They are still in production and have not been edited, so may differ from the final published form.

    CH14613  Accepted 22 December 2014
    Synthesis, structure and characterization of two new open-framework zinc phosphites of varying dimensionality
    Xiao Zhang, Jinhua Li, Guoming Wang, Zhenzhen Bao, Xiaomeng Zhao, Qian Wang, Wenwen Jiang
    Abstract


    CH14579  Accepted 22 December 2014
    Phase Behaviours of Polybutadiene-Polyacrylic acid Brushes in Compressed Carbon Dioxide
    Rui Zhang, Lixiao Liu, Yicun Wen, Yu Cang, Guixin Shi, Yingyi Zhao, Xiaoling Liu, Ying Lin, Jun Xu, Zhiming Zhou, Xuhong Guo
    Abstract


    CH14554  Accepted 20 December 2014
    Using Carbon Quantum Dots as Selective Photoluminescent Probes for Protein Kinase Assay
    Yanjun Ding, Wenjing Kang, Xianzhong Xiao, Kangkai Wang, Nian Wang, HuaLi Zhang, Minghui Yang, Guoli Shen
    Abstract


    CH14639  Accepted 17 December 2014
    Aromatic Schiff bases multiply substituted with terminal ethynyl groups: potential building blocks for conjugated polymers and oligomers
    Sabina Stahlova, Jan Sedlacek, Jan Svoboda, Miroslav Polasek, Jiri Zednik
    Abstract


    CH14700  Accepted 17 December 2014
    Hybrid Pyrazolyl-1,2,3-Triazolyl Tripodal Tetraamine Ligands: Click Synthesis and Cobalt(III) Complexes.
    John Cubanski, Matthew Reish, Alan Blackman, Peter Steel, Keith Gordon, David McMorran, James Crowley
    Abstract


    CH14501  Accepted 11 December 2014
    Synthesis and characterization of Sm(III) and Eu(III) coordination compounds of 3-(2-pyridyl)-1-pyrazolyl acetic acid
    Jian Hua Zou, Qiao Liu, Jia Fang Dong, Meng Jie Cao, Qian Qian Wu, Qiu Yan Yue, Qiao Yun Li, Gao Wen Yang
    Abstract


    CH14482  Accepted 10 December 2014
    The Multiple Properties of Gliotoxin and other Epipolythiodioxopiperazine Metabolites
    Paul Waring, Christina Chai
    Abstract


    CH14643  Accepted 08 December 2014
    3D Synthetic Soft Tissue as a Novel Anti-Biofilm Assay for Drug Screening
    Darryl Nguyen
    Abstract


    CH14562  Accepted 08 December 2014
    Synthesis, structural characterization, spectroscopic properties of copper (I) complexes and applications to dye-sensitised solar cells
    Ting-Hong Huang, Jie Yan, Ye-Feng Liu, Yun-Tao Xie, Chen Jia
    Abstract


    CH14565  Accepted 07 December 2014
    Increasing Rutile Phase Amount in Chromium-Doped Titania by Simple Stirring Approach for Photodegradation of Methylene Blue under Visible Light
    Pei Wen Koh, Leny Yuliati, Hendrik Lintang, Siew Ling Lee
    Abstract


    CH14517  Accepted 08 December 2014
    Water-Soluble Poly(ε-caprolactone)-Paclitaxel Prodrugs toward an Efficient Drug Delivery System
    Ji Wang, Huanjiao Sun, Deshan Li, Jie Yuan, Xuefei Zhang, Haoyu Tang
    Abstract


    CH14693  Accepted 01 December 2014
    Richard (Rick) Francis Langler Memorial Issue
    Stephanie MacQuarrie, Russell Boyd
    Abstract


    CH14551  Accepted 01 December 2014
    Regioselective nitration of m-xylene catalyzed by zeolite catalyst
    Xiongzi Dong, Xinhua Peng
    Abstract


    CH14678  Accepted 26 November 2014
    New Year Editorial 2015
    Curt Wentrup
    Abstract


    CH14618  Accepted 24 November 2014
    Bi-nuclear metal complexes of 2,6–bis(1,4,7–triazacyclonon–1–yl-methylene)pyridine with zinc(II), copper(II) and nickel(II)
    Campbell Coghlan, Eva Campi, Craig Forsyth, William Jackson, Milton Hearn
    Abstract


    CH14602  Accepted 21 November 2014
    A compact microcontrolled microfluidic system for photometric determination of phosphate in natural water samples
    Osmundo Pessoa-Neto, Tiago Silva, Vagner dos Santos, Orlando Fatibello-Filho
    Abstract


    CH14620  Accepted 21 November 2014
    Phase Transfer Catalysis Extends The Scope Of The Algar-Flynn-Oyamada Synthesis Of 3-Hydroxy Flavones
    Duong Nhu, Bill Hawkins, Christopher Burns
    Abstract


    CH14525  Accepted 17 November 2014
    Synthesis and catalytic applications of chemically grafted SiH-functionalized tripodal Ti-POSS complexes in crosslinked hyperbranched poly(siloxysilane)
    Emad Aish
    Abstract


    CH14555  Accepted 14 November 2014
    A Comparison of the Lewis Basicity of Diamidocarbenes and Diaminocarbenes
    Chin-Hung Lai
    Abstract


    CH14561  Accepted 13 November 2014
    pH-Dependent various copper(II) coordination architectures constructed from N,N’-di(3-pyridyl)succinamide and two different dicarboxylates
    Xiuli Wang, Fangfang Sui, HongYan Lin, Guocheng Liu
    Abstract


    CH14586  Accepted 08 November 2014
    Synthesis and Activity of Putative Small-molecule Inhibitors of the F-box Protein SKP2
    Andrew Shouksmith, Laura Evans, Deborah Tweddle, Duncan Miller, Elaine Willmore, David Newell, Bernard Golding, Roger Griffin
    Abstract


    CH14606  Accepted 08 November 2014
    Phosphatidylcholine with cis-9,trans-11 and trans-10,cis-12 conjugated linoleic acid isomers: synthesis and cytotoxic studies
    Natalia Niezgoda, Anna Gliszczynska, Witold GÅ‚adkowski, Katarzyna KempiÅ„ska, Joanna Wietrzyk, CzesÅ‚aw WawrzeÅ„czyk
    Abstract


    CH14461  Accepted 06 November 2014
    A Facile Synthesis of Ion Imprinted Mesoporous Silica Adsorbents by Co-condensation Pathway and Application in the Fixed-bed Column Study for Lead Removal
    Yanmin Gao, Zhaoyong Hu, Yan Liu, Zhanchao Liu, Rui Chen, Xiangguo Meng, Minjia Meng, Chao Zhou
    Abstract


    CH14550  Accepted 05 November 2014
    EBC-316, 325-327 and 345: New Pimarane diterpenes from Croton insularis found in the Australian Rainforest
    Lidiya Maslovskaya, Andrei Savchenko, Victoria Gordon, Paul Reddell, Carly Pierce, Peter Parsons, Craig Williams
    Abstract


    CH14597  Accepted 03 November 2014
    The Interaction between Remote Chiral Centres. A Pseudoracemic Example
    Paul Bernhardt, Raymond Carman, Tri Le
    Abstract


    CH14542  Accepted 28 October 2014
    Study of Di- and Polyamines as Activators in Hot Potash Process for CO2 Capture
    MAMSHAD AHMAD, Asha Masohan, S Sawhney
    Abstract


    CH14526  Accepted 26 October 2014
    Reactivity of β-diketiminato magnesium alkyl complexes: heterocumulenes and phosphanes
    Morgan Taylor, Martyn Coles, J. Robin Fulton
    Abstract


    CH14529  Accepted 23 October 2014
    Synthesis, electrochemical and thermal properties of [3]ferrocenophane-containing chalcone derivatives
    Haiying Zhao, Xueyou Zhu, Dong Wang, Shufeng Chen, Zhanxi Bian
    Abstract


    CH14531  Accepted 22 October 2014
    Epoxidation of trans-4-Aminocyclohex-2-en-1-ol Derivatives: Competition of Hydroxyl-directed and Ammonium-directed Pathways
    Meabh Brennan, Steve Davies, Ai Fletcher, James Lee, Paul Roberts, Angela Russell, James Thomson
    Abstract


    CH14502  Accepted 22 October 2014
    The synthesis, characterization, photophysical , thermal properties and photovoltaic performance of 7-coumarinoxy-4-methyltetrasubstituted metallophthalocyanines
    Junjie Guo, Shirong Wang, Xianggao Li, Fei Zhang, Yin Xiao
    Abstract


    CH14485  Accepted 22 October 2014
    Molecular docking and spectroscopy study on the interaction of serum albumins with iron (III) diamine sarcophagine
    Zari Hooshyar, Bahman Vasheghani Farahani, Farzaneh Hosseinpour Rajabi, Ghasem Rezanejade Bardajee
    Abstract


    CH14547  Accepted 20 October 2014
    N,N-Dialkyl-N’-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part XI.* Some Substitution Reactions of Pyrazolo[1,5 b][1,2,4,6]thiatriazine 1,1-Dioxides.
    Rebecca Norman, Michael Perkins, Andy Liepa, Craig Francis
    Abstract


    CH14590  Accepted 17 October 2014
    Recent advances in the development of sigma-1 receptor ligands
    Madhura Manohar, Samuel Banister, Corinne Beinat, James O'Brien-Brown, Michael Kassiou
    Abstract


    CH14574  Accepted 15 October 2014
    The Conversion of Levoglucosenone into Isolevoglucosenone
    Xinghua Ma, Natasha Anderson, Lorenzo White, Song Bae, Warwick Raverty, Tony Willis, Martin Banwell
    Abstract


    CH14532  Accepted 13 October 2014
    EXAFS and EPR Studies of the Alkene Oxidation Catalyst Species, trans-[CrIII(bpb)(L)2]n+ and Cr(V) Oxidation Products (bpb = N,N´-Bis(2-pyridinecarboxamido)-1,2-benzene)
    Colin Weeks, Aviva Levina, Ronald Fenton, Peter Lay
    Abstract


    CH14572  Accepted 09 October 2014
    Synthesis and DNA-Binding Studies of a Dinuclear Gadolinium(III)- Platinum(II) Complex
    Jacob Fenton, Madleen Busse, Lou Rendina
    Abstract


    CH14568  Accepted 09 October 2014
    Synthetic Amino Acids for Applications in Peptide Ligation-Desulfurization chemistry
    Lara Malins, Richard J. Payne
    Abstract


    CH14548  Accepted 09 October 2014
    An Asymmetric Variant of the Bischler-Möhlau Indole Synthesis
    Nishani Thennakoon, Gurpreet Kaur, Jingjing Wang, Paul Plieger, Gareth Rowlands
    Abstract


    CH14546  Accepted 09 October 2014
    Coordination of β-ketoimine derived ligands at main group and transition metals
    Struan Cummins, Putri Fraser, J. Robin Fulton, Martyn Coles, Christopher Fitchett
    Abstract


    CH14600  Accepted 05 October 2014
    Reflections on the Life and Works of Sir John W. ("Kappa") Cornforth
    Damon Ridley
    Abstract


    CH14422  Accepted 04 October 2014
    Cu(hfac)2 Complexes with Nitronyl Ketones Structurally Mimicking Nitronyl Nitroxides in Breathing Crystals
    Evgeny Tretyakov, Galina Romanenko, Sergey Veber, Matvey Fedin, Aleksey Polushkin, Anastasia Tkacheva, Victotor Ovcharenko
    Abstract


    CH14514  Accepted 29 September 2014
    Synthesis, Characterization, and Catalytic Activity of a Series of Aluminium-Amidate Complexes
    Kevin Yeagle, Darryl Hester, Nicholas Piro, William Dougherty, W Kassel, Christopher Graves
    Abstract


    CH14583  Accepted 23 September 2014
    Foreword to the AJC Research Front on Fluorine Chemistry
    Luke Hunter
    Abstract


    CH14578  Accepted 19 September 2014
    Desmond Joseph Brown
    Wilf Armarego
    Abstract




The Most Read ranking is based on the number of downloads from the CSIRO PUBLISHING website of articles published in the previous 12 months. Usage statistics are updated daily.

Rank Paper Details
1. Published 6 December 2013
PAINS: Relevance to Tool Compound Discovery and Fragment-Based Screening

Jonathan B. Baell, Lori Ferrins, Hendrik Falk and George Nikolakopoulos

2. Published 7 April 2014
Synthesis and Phase Transfer of Monodisperse Iron Oxide (Fe3O4) Nanocubes

Melissa R. Dewi, William M. Skinner and Thomas Nann

3. Published 13 March 2014
Azides – Diazonium Ions – Triazenes: Versatile Nitrogen-rich Functional Groups

Dominik K. Kölmel, Nicole Jung and Stefan Bräse

4. Published 12 May 2014
Minimalist Approaches to Protein Labelling: Getting the Most Fluorescent Bang for Your Steric Buck

Lee C. Speight, Moumita Samanta and E. James Petersson

5. Published 6 January 2014
Azobenzene-Functionalised Core Cross-Linked Star Polymers and their Host–Guest Interactions

Shereen Tan, Edgar H. H. Wong, Qiang Fu, Jing M. Ren, Adrian Sulistio, Katharina Ladewig, Anton Blencowe and Greg G. Qiao

6. Published 16 June 2014
Fungal Metabolites as Pharmaceuticals

Andrew M. Beekman and Russell A. Barrow

7. Published 6 December 2013
Design and Evaluation of the Performance of an NMR Screening Fragment Library

Bradley C. Doak, Craig J. Morton, Jamie S. Simpson and Martin J. Scanlon

8. Published 6 December 2013
Development of Inhibitors of Plasmodium falciparum Apical Membrane Antigen 1 Based on Fragment Screening

San Sui Lim, Cael O. Debono, Christopher A. MacRaild, Indu R. Chandrashekaran, Olan Dolezal, Robin F. Anders, Jamie S. Simpson, Martin J. Scanlon, Shane M. Devine, Peter J. Scammells and Raymond S. Norton

9. Published 6 January 2014
Recyclable Textiles Functionalized with Reduced Graphene Oxide@ZnO for Removal of Oil Spills and Dye Pollutants

Jinfeng Wang, Takuya Tsuzuki, Bin Tang, Lu Sun, Xiujuan J. Dai, Gayathri D. Rajmohan, Jingliang Li and Xungai Wang

10. Published 12 February 2014
Focus on Super-Resolution Imaging with Direct Stochastic Optical Reconstruction Microscopy (dSTORM)

Donna R. Whelan, Thorge Holm, Markus Sauer and Toby D. M. Bell

11. Published 13 March 2014
B-Methyl Amine Borane Derivatives: Synthesis, Characterization, and Hydrogen Release

Patrick G. Campbell, Jacob S. A. Ishibashi, Lev N. Zakharov and Shih-Yuan Liu

12. Published 13 March 2014
Gold Catalysis: Biarylphosphine Ligands as Key for the Synthesis of Dihydroisocoumarins

A. Stephen K. Hashmi, Benjamin Bechem, Annette Loos, Melissa Hamzic, Frank Rominger and Hassan Rabaa

13. Published 17 July 2014
Capture and Fixation of CO2 Promoted by Guanidine Derivatives

Shuai Zhang and Liang-Nian He

14. Published 6 December 2013
Fragment-based Drug Discovery: the Shape of Things to Come

Martin J. Drysdale

15. Published 16 June 2014
Novel and Simple Synthesis of Brominated 1,10-Phenanthrolines

Drahomír Výprachtický, Dana Kaňková, Veronika Pokorná, Ivan Kmínek, Vagif Dzhabarov and Věra Cimrová

16. Published 12 May 2014
Quantum Coherence and its Impact on Biomimetic Light-Harvesting

Alistair J. Laos, Paul M. G. Curmi and Pall Thordarson

17. Published 13 March 2014
Synthesis of Fluorinated Aromatic Compounds by One-Pot Benzyne Generation and Nucleophilic Fluorination

Takashi Ikawa, Shigeaki Masuda, Tsuyoshi Nishiyama, Akira Takagi and Shuji Akai

18. Published 13 March 2014
A New Synthesis of 4,5,6,7-Tetrahydropyrazolo[1,5-c]pyrimidines by a Retro-Mannich Cascade Rearrangement

Raffaele Colombo, Kyu Ok Jeon, Donna M. Huryn, Matthew G. LaPorte and Peter Wipf

19. Published 6 December 2013
Interrogating Fragments Using a Protein Thermal Shift Assay

Róisín M. McMahon, Martin J. Scanlon and Jennifer L. Martin

20. Published 16 June 2014
Mesoporous Carbon-supported Cu/ZnO for Methanol Synthesis from Carbon Dioxide

Huamei Duan, Yunxia Yang, Ranjeet Singh, Ken Chiang, Steven Wang, Penny Xiao, Jim Patel, David Danaci, Nick Burke, Yuchun Zhai and Paul A. Webley


      
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