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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 30 April 2015
Tetracarboxyl-Functionalized Ionic Liquid: Synthesis and Catalytic Properties 
Miaona Feng, Guoying Zhao, Hongling Gao and Suojiang Zhang

Tetracarboxyl-functionalized biimidazolium-based ionic liquids with different anions have been synthesized and their catalytic properties tested for the synthesis of cyclic carbonates from CO2 and epoxides.

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Published online 29 April 2015
Oximes in the Isoxazolone, Pyrazolone, and 1,2,3-Triazolone Series: Experimental and Computational Investigation of Energies and Structures of E/Z Isomers of α-Oxo-Oximes in the Gas Phase and in Solution 
Rainer Koch, Hans-Joachim Wollweber and Curt Wentrup

The structures of a series of heterocyclic α-oxo-oximes were investigated experimentally and computationally. The preferred configurations of α-oxo-oximes can be understood on the basis of steric hindrance (disfavouring E isomers), lone-pair repulsion between C=O and OH groups (disfavouring ZE isomers), and, most importantly, intramolecular H-bonding (favouring ZZ isomers) and intermolecular H-bonding (favouring EE isomers).

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    | Supplementary Material (348 KB)
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Published online 28 April 2015
A Carbon Nanodots-Based Fluorescent Turn-On Probe for Iodide 
Qi Wang and Yuehuan Wu

A carbon nanodots-based fluorescent turn-on probe was established to detect iodide sensitively and selectively. The fluorescence of carbon nanodots that was quenched by Hg2+ was restored and ‘turned on’ in the presence of iodide owing to the strong tendency to form a more stable complex.

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Published online 23 April 2015
Two Efficient One-Pot Approaches for Regioselective Synthesis of New 3-Arylpyridazino[4,3-c]quinolin-5(6H)-ones 
Mehdi Rimaz

Two efficient regioselective approaches for the one-pot synthesis of 3-arylpyridazino[4,3-c]quinolin-5(6H)-one derivatives are reported. Both procedures feature high regioselectivity, mild reaction conditions, good to high yields, and operational simplicity.

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    | Supplementary Material (2.1 MB)
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Published online 22 April 2015
Synthesis and Properties of Novel Borondipyrromethene (BODIPY)-Tethered Triphenylamine Conjugates 
Yucai Wang, Junxu Liao, Bangying Wang, Hongbiao Chen, Hongbin Zhao, Min Peng and Sujuan Fan

One or two BODIPY-tethered triphenylamine conjugates exhibit significant Stokes shift. The asymmetric mono-BODIPY substituted conjugates showed an electronic distribution imbalance due to the special 3D propeller shape of triphenylamine, while the symmetric bis-BODIPY substituted ones tend to a balanced electronic distribution.

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    | Supplementary Material (1.3 MB)
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Published online 21 April 2015
Tailoring of Morphology and Optical Properties of Bishydrazone-Capped ZnSe Nanorods 
S. Sasi Florence, M. Umadevi, D. Lawrence Arockiasamy and Rita John

ZnSe nanorods have been synthesized by a wet chemical reaction method using bishydrazone as a surface capping agent. The structure, morphology, and the optical properties of the nanorods were investigated. The ZnSe nanorods have promising applications in blue emitters, solar cells, and sensors.

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Published online 21 April 2015
Synthesis and Characterization of SmIII and EuIII 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 and Gao Wen Yang

Two novel polymers based on Hpypza and SmIII/EuIII were prepared. The mechanism for the oxalate formation was discussed. The luminescence properties of 1 and 2 were investigated at room temperature in the solid state.

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Published online 17 April 2015
Triethylenetetramine-Modified P123-Occluded Zr-SBA-15 Molecular Sieve for CO2 Adsorption 
Fan-Ming Yang, Ying Liu, Lang Chen, Chak-Tong Au and Shuang-Feng Yin

A stable and renewable adsorbent for CO2 adsorption has been developed for the first time by loading triethylenetetramine (TETA) on poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) (P123)-occluded Zr-SBA-15. The adsorbent exhibits adsorption capacity of 4.27 mmol g–1 at 50°C in a stream of 5 % CO2.

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Published online 15 April 2015
Saturated N,X-Heterocyclic Carbenes (X=N, O, S, P, Si, C, and B): Stability, Nucleophilicity, and Basicity 
Zahra Azizi, Mehdi Ghambarian, Mohammad A. Rezaei and Mohammad Ghashghaee

Several substitutions at the α-position of imidazolidin-2-ylidene alter the nucleophilicity, basicity, and stability of this N-heterocyclic carbene. Achieving new carbenes with a higher basicity is an important goal from both fundamental and practical points of view.

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    | Supplementary Material (250 KB)
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Published online 13 April 2015
Solvent-Dependent Non-Linear Optical Properties of 5,5′-Disubstituted-2,2′-bipyridine Complexes of Ruthenium(II): A Quantum Chemical Perspective 
Muhammad Ramzan Saeed Ashraf Janjua, Saba Jamil, Asif Mahmood, Atifa Zafar, Muhammad Haroon and Haq Nawaz Bhatti

Solvent effects on non-linear optical properties of 5,5′-disubstituted-2,2′-bipyridine complexes of ruthenium have been studied. The results of theoretical investigation have shown that the non-linear optical properties have significantly increased with the increase in solvent polarity.

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Published online 07 April 2015
Facile Refluxing Synthesis of Hydroxyapatite Nanoparticles 
Pakvipar Chaopanich and Punnama Siriphannon

An effective synthesis of hydroxyapatite nanoparticles via a facile environmentally friendly refluxing route has been proposed. Furthermore, a non-toxic, water-soluble anionic polyelectrolyte, i.e. polystyrene sulfonate, was introduced into the refluxing system in order to control growth direction of hydroxyapatite. The rod-shaped hydroxyapatite nanoparticles with positive surface charge were obtained.

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Published online 07 April 2015
Synthesis, Absorption, and Fluorescence Studies of Coumaryl-Labelled Amino Acids and Dipeptides Linked Via Triazole Ring 
Santosh Kumari, Sunita Joshi, S. M. Abdul Shakoor, Devesh S. Agarwal, Siva S. Panda, Debi D. Pant and Rajeev Sakhuja

Fluorophores based on 4-triazolyl, 7-hydroxy-4-triazolylmethyl, 4-O-triazolylmethyl and 7-O-triazolylmethyl coumaryl tagged amino acids and dipeptides were synthesized by copper-catalyzed [3 + 2] cycloaddition reaction between azido or alkynyl functionalized coumarins with alkynyl or azido functionalized amino acid and dipeptides, in good to excellent yields. Steady-state absorption and fluorescence properties of the synthesized conjugates were studied.

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    | Supplementary Material (2.1 MB)
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Published online 02 April 2015
Synthesis, Structure, and Catalytic Epoxidation Property of a New Phenolato and μ1,1,3-Azido Co-Bridged Polynuclear Manganese(III) Complex Derived from N,N′-Bis(5-methylsalicylidene)ethane-1,2-diamine 
Ning Wang

A new phenolato and μ1,1,3-azido co-bridged polynuclear manganese(iii) complex has been synthesised and characterised. The complex converts styrene most efficiently in the presence of PhIO and NaOCl.

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Published online 02 April 2015
Diethylaluminium Azide: A Versatile Reagent in Organic Synthesis 
Serena Monticelli and Vittorio Pace

The activated azide donor Et2AlN3 is a powerful reagent not only for epoxide ring-openings or Michael-additions, but also, as reported recently, for high-yielding 1H-tetrazol synthesis.

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Published online 01 April 2015
Simultaneous Observation of Triplet and Singlet Cyclopentane-1,3-diyl Diradicals in the Intersystem Crossing Process 
Takemi Mizuno, Manabu Abe and Noriaki Ikeda

The rate constant of intersystem crossing (ISC), kISC ~3 × 107 s–1, for cyclopentane-1,3-diyl diradicals was unequivocally determined by the simultaneous observation of the decay process of the triplet diradical (λobs = 320 nm) and the growth process of the corresponding singlet diradical (λobs = 560 nm). The two spin states were directly observed using a long-lived singlet 2,2-dimethoxy-1,3-diphenylcyclopentane-1,3-diyl diradical.

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    | Supplementary Material (1.4 MB)
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Published online 31 March 2015
Hybrid Pyrazolyl-1,2,3-Triazolyl Tripodal Tetraamine Ligands: Click Synthesis and Cobalt(iii) Complexes 
John R. Cubanski, Matthew E. Reish, Allan G. Blackman, Peter J. Steel, Keith C. Gordon, David A. McMorran and James D. Crowley

A family of mono-, bis-, and tris-tripodal tripodal tetraamine ligand scaffolds incorporating pyrazolyl and 1,2,3-triazolyl donor arms have been synthesized in modest-to-excellent yields using the copper(i)-catalyzed azide–alkyne cycloaddition (CuAAC) reaction. The coordination chemistry of the ligands with cobalt(iii) ions has been studied, and cobalt(iii) carbonato complexes of the ligands have been isolated and characterized spectroscopically and crystallographically.

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  iii) Complexes&title=Australian Journal of Chemistry&date=9999&volume=9999&spage=&epage=&aulast=Cubanski&aufirst=John R." target="_blank" >  | Supplementary Material (1.3 MB)
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Published online 31 March 2015
Aromatic Schiff Bases Multiply Substituted with Terminal Ethynyl Groups: Potential Building Blocks for Conjugated Polymers and Oligomers 
Sabina Stahlová, Jan Sedlácek, Jan Svoboda, Miroslav Polášek and Jirí Zedník

Nine mostly novel aromatic Schiff bases containing from two-to-four terminal ethynyl groups and one or two methanimine groups per one molecule are reported. The applicability of compounds as building blocks for conjugated polymers is shown.

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    | Supplementary Material (283 KB)
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Published online 31 March 2015
Preparation of Uniform Poly (Acrylamide-co-DVB) Microspheres in a Low Toxicity Solvent by Dispersion Polymerization 
Jie He, Xiang'an Yue, Yu Sun, Xuegang Feng and Xin Tan

Uniform poly (acrylamide-co-DVB) microspheres (DVB = divinylbenzene) with number-average diameter varying from 1.65 to 2.86μm, polydispersity index from 1.011 to 1.176 were prepared in a low toxicity solvent, i.e. ethanol/water mixtures, by dispersion polymerization using octylphenol polyoxyethylene (10) ether as the stabilizer and 2,2′-azobisisobutyronitrile as the initiator. The yield of the uniform microspheres could be up to ~35 % by changing the conditions moderately.

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Published online 30 March 2015
A General Method Towards Efficient Synthesis and Fluorescence Tuning of Carbon Black-Derived Carbon Dots via Controlled Liquid Oxidization 
Haoran Yuan, Denian Li, Yan Liu and Chuanxi Xiong

Controlled liquid oxidization of industrial carbon black specimens was reported for the first time as an efficient synthesis and general fluorescence tuning approach to uniform-sized carbon dots with unprecedented dually tuneable emissions. Along with the customizable pH-responsive behaviours, these carbonaceous nanolights offered a promising platform for both sensing and displaying applications.

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    | Supplementary Material (734 KB)
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Published online 26 March 2015
Urothermal Syntheses, Crystal Structures, and Luminescent Properties of Two New ZnII Compounds Constructed by the Mixed Ligands of 1,2,4-Triazole and 1,4-Naphthalenedicarboxylic Acid or 2,6-Naphthalenedicarboxylic Acid 
Haiyan Liu, Xufeng Meng, Lihui Zhang and Anqiang Jia

Two new coordination polymers, namely [Zn(1,4-ndc)0.5(taz)]n·n(e-urea) (1) and [Zn(2,6-ndc)0.5(taz)]n·n(H2O)·n(e-urea) (2) have been successfully synthesised by using 1,2,4-triazole and dicarboxylate ligands under urothermal conditions. Both compounds 1 and 2 feature 3D pillar-layered frameworks with 6-connected pcu topologies.

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    | Supplementary Material (88 KB)
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Published online 24 March 2015
Synthesis and Oxidative Desulfurization of PV-Functionalized Imidazole-2-thiones: Easy Access to P-Functional Ionic Liquids 
Paresh Kumar Majhi, Gregor Schnakenburg, Anthony J. Arduengo and Rainer Streubel

A series of backbone phosphanoyl group substituted imidazole-2-thiones were synthesized by low temperature lithiation and phosphanylation. Oxidative desulfurization of the imidazole-2-thiones afforded backbone phosphanoyl functionalized imidazolium ionic liquids. New entry to imidazolium ionic liquids with short chains on nitrogens of the imidazolium rings was affected via asymmetric backbone functionalization.

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    | Supplementary Material (531 KB)
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Published online 23 March 2015
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 and Guoli Shen

Schematic illustration of the PKA kinase assay based on the aggregation and fluorescence quenching of peptide–carbon quantum dots via Zr4+ ion linkage.

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    | Supplementary Material (177 KB)
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Published online 23 March 2015
Phase Transfer Catalysis Extends The Scope of The Algar–Flynn–Oyamada Synthesis of 3-Hydroxyflavones 
Duong Nhu, Bill C. Hawkins and Christopher J. Burns

Phase transfer catalysis improves the yields and expands the scope of the Algar–Flynn–Oyamada reaction of a series of 4-benzyloxy-2-hydroxy chalcones.

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    | Supplementary Material (3.5 MB)
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Published online 20 March 2015
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 and Xuhong Guo

In this paper, we report a novel, environmentally friendly method to separate and recover spherical polyelectrolyte brushes (SPBs). Adjusting CO2 pressure could regulate the size and some other properties of SPB. Combined temperature quenching followed by depressurization led to the precipitation of SPB.

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Published online 19 March 2015
Visible Light-Driven BiVO4/TiO2 Composite Photocatalysts: Preparation Methods and Photocatalytic Performance 
Shuyun Wang, Wenjun Li, Feiwu Chen, Shaonan Gu and Zhidong Chang

BiVO4/TiO2 composite photocatalysts were successfully synthesised and their physical and photophysical properties were fully characterised. BiVO4/TiO2 photocatalysts fabricated by different methods exhibit higher photocatalytic activities than pure BiVO4 and TiO2, and the coprecipitated BiVO4/TiO2 composite presents the best photocatalytic activity.

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Published online 19 March 2015
Zero-Valent Iron Nanoparticles (NZVI) Supported by Kaolinite for CuII and NiII Ion Removal by Adsorption: Kinetics, Thermodynamics, and Mechanism 
Jiao Wang, Guijian Liu, Tanfu Li, Chuncai Zhou and Cuicui Qi

Kaolinite is a suitable material for use as a skeleton to hold zero-valent iron nanoparticles (nZVI) together. Synthesized nZVI-Kaolinite was used to adsorb CuII and NiII, as representative models of metal ions. The possible removal mechanisms involved redox, adsorption, precipitation, and co-precipitation, depending on the adsorption process studied (CuII or NiII adsorption).

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Published online 17 March 2015
Diaryliodonium Salts: Aryl Transfer Reagents for Alkyne Difunctionalization 
Felix Hartrampf and Henry Toombs-Ruane

In recent years, hypervalent iodine reagents have emerged as powerful tools in synthesis. This highlight paper describes recent developments in the application of diaryliodonium salts for a variety of transformations. It is shown how the extremely electrophilic nature of these reagents can be exploited to difunctionalize alkynes in cascade reactions to access complex scaffolds.

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Published online 04 March 2015
An Efficient Microwave Method for the Synthesis of Imines 
Emily C. Border, Victoria L. Blair and Philip C. Andrews

An efficient microwave synthesis of imines has been developed giving quantitative conversions, in a significantly reduced time frame and without the aid of expensive or elaborate chemicals. A large library of functionalised and unfunctionalised imines was quickly synthesised with minimal workup procedures.

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Published online 02 March 2015
Synthesis, Structural Characterisation, and Spectroscopic Properties of Copper(i) Complexes and their Applications to Dye-Sensitised Solar Cells 
Ting-Hong Huang, Jie Yan, Ye-Feng Liu, Yun-Tao Xie and Chen Jia

Two copper (i) complexes, [Cu2(pbb)(2,2′-bipyridine)2] (BF4)2 (1) and [Cu2(pbb)(phen)2] (BF4)2 (2) have been prepared and characterized. Each complex contains a supramolecular network, formed by C–H···π and π···π interactions.

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  i) Complexes and their Applications to Dye-Sensitised Solar Cells&title=Australian Journal of Chemistry&date=9999&volume=9999&spage=&epage=&aulast=Huang&aufirst=Ting-Hong" target="_blank" >
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Published online 25 February 2015
Synthesis, Structure, and Characterisation of Two New Open-Framework Zinc Phosphites of Varying Dimensionality 
Xiao Zhang, Jin-Hua Li, Guo-Ming Wang, Zhen-Zhen Bao, Xiao-Meng Zhao, Qian Wang and Wen-Wen Jiang

Two new zinc phosphites, [H2hpip][Zn2(HPO3)3] (1) and [H2hpip][Zn3(HPO3)4] (2) (hpip = homopiperazine), have been synthesised by adjusting synthetic conditions. Compound 1 displays a 2D layered structure with 8-membered ring apertures, and 2 possesses a (3,4)-connected 3D architecture with intersecting 8- and 12-ring channels.

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Published online 24 February 2015
The Synthesis, Characterisation, Photophysical and Thermal Properties, and Photovoltaic Performance of 7-Coumarinoxy-4-Methyltetrasubstituted Metallophthalocyanines 
Jun-Jie Guo, Shi-Rong Wang, Xiang-Gao Li, Fei Zhang, Yin Xiao and Chong Teng

2(3),9(10),16(17),23(24)-Tetrakis(7-coumarinoxy-4-methyl)-phthalocyaninatozinc(ii) (ZnPc-Coumarin) has a long electron lifetime, indicative of an effective suppression of the back reaction between the injected electrons and the electrolyte, thus resulting in a great open-circuit potential due to a reduced charge recombination rate.

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    | Supplementary Material (274 KB)
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Published online 24 February 2015
Synthesis and Catalytic Applications of Chemically Grafted SiH-Functionalized Tripodal Ti-POSS Complexes in Crosslinked Hyperbranched Poly(siloxysilane) 
Emad H. Aish

The crosslinked hyperbranched poly(siloxysilane)-grafted [{(p-HSiMe2(CH2)2C6H4)(c-C6H11)6Si7O12}Ti(NMe2)] (11), and crosslinked hyperbranched poly(siloxysilane)-grafted [{(HSiMe2(CH2)3)(i-C4H9)6Si7O12}Ti(NMe2)] (12) display high activity, excellent H2O2 efficiency (≥97 %) and epoxide selectivity (≥98 %), and are highly recyclable with retained activity, epoxide selectivity, and H2O2 efficiency in cyclohexene and 1-octene epoxidation with aqueous H2O2.

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    | Supplementary Material (4.4 MB)
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Published online 24 February 2015
Various pH-Dependent Copper(ii) Coordination Architectures Constructed from N,N′-Di(3-pyridyl)succinamide and Two Different Dicarboxylates 
Xiu-Li Wang, Fang-Fang Sui, Hong-Yan Lin and Guo-Cheng Liu

Four new 2D copper(ii) metal–organic networks have been hydrothermally synthesized under different pH conditions. The photoluminescence properties, electrochemical behaviour, and photocatalytic activity of complexes 1–4 were studied.

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  ii) Coordination Architectures Constructed from N,N′-Di(3-pyridyl)succinamide and Two Different Dicarboxylates&title=Australian Journal of Chemistry&date=9999&volume=9999&spage=&epage=&aulast=Wang&aufirst=Xiu-Li" target="_blank" >  | Supplementary Material (1.1 MB)
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Published online 24 February 2015
Study of Di- and Polyamines as Activators in the Hot Potash Process for CO2 Capture 
Mamshad Ahmad, Asha Masohan and Shyam S. Sawhney

This is the graphical representation of absorption of CO2 in the Hot Potash Process. An activator is used in this process along with aqueous K2CO3 for CO2 absorption. Rate of absorption is increased with the addition of an activator. All activators are organic amines. This study reports the trial of different amine activators.

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Published online 24 February 2015
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 E. Norman, Michael V. Perkins, Andris J. Liepa and Craig L. Francis

The pyrazolo[1,5-b][1,2,4,6]thiatriazine template possesses four nucleophilic sites, N2, N4, C5, and N7. Alkylation occurred predominantly at N4 and N7. The N-7 alkylation products from α-halo esters underwent pyrazole ring expansion, affording pyrimido[1,6-b][1,2,4,6]thiatriazine derivatives. Bromination and tosylation afforded unstable C5-substituted derivatives. Treatment of N7-benzylated pyrazolo[1,5-b][1,2,4,6]thiatriazines with acid caused extrusion of SO2 affording pyrazolo-guanidines.

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    | Supplementary Material (1.6 MB)
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Published online 18 February 2015
Water-Soluble Poly(ε-caprolactone)-Paclitaxel Prodrugs Toward an Efficient Drug Delivery System 
Ji Wang, Huanjiao Sun, Deshan Li, Jie Yuan, Xuefei Zhang and Haoyu Tang

A series of water-soluble P(α-C2CL)-paclitaxel prodrugs with high drug contents (up to 41.4 wt-%) was prepared by esterification. Methyl tetrazolium (MTT) assays showed that P(α-C2CL)-paclitaxel prodrugs exhibited high antitumour effect on A549 and MCF-7 cells. These prodrugs have appeared as a highly versatile and potent platform for cancer therapy.

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    | Supplementary Material (190 KB)
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Published online 16 February 2015
A Comparison of the Lewis Basicity of Diamidocarbenes and Diaminocarbenes 
Chin-Hung Lai

In this study, the M06-2X DFT functional was used to investigate the efficiencies of various carbenes in inducing hydrogen abstraction in H3B because of formation of a Lewis acid–base pair with H3B. The DFT results indicate that a diamidocarbene is more efficient in reducing the B–H bond energy than a diaminocarbene.

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    | Supplementary Material (78 KB)
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Published online 11 February 2015
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 J. Coghlan, Eva M. Campi, Craig M. Forsyth, Roy W. Jackson and Milton T. W. Hearn

The copper(ii), nickel(ii), and zinc(ii) complexes of the 2,6-bis(1,4,7-triazacyclonon-1-ylmethyl)pyridine ligand, Lpyx, are bi-nuclear, with unsymmetrical binding to the two metal centres. These crystal structures illustrate the potential for tailoring this class of ligands to act as artificial receptors for two-point binding to peptide tags, thus widening the scope for purification of recombinant proteins using IMAC procedures.

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Published online 11 February 2015
3D Synthetic Soft Tissue as a Novel Anti-Biofilm Assay for Drug Screening 
Darryl Nguyen

Current standard antibiotic screening protocols lack a reliable in vitro method to assess antimicrobial susceptibility, largely due to lack of comparability with the in vivo environment of microbial biofilm infections. These limitations can be addressed by replicating the in vivo substratum by utilising 3D synthetic soft tissue, a readily synthesised substratum that emulates chronic wound infections.

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Published online 05 February 2015
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 O. Lintang and Siew Ling Lee

The amount of rutile phase in chromium-doped titania photocatalyst was controlled by varying stirring time during a sol–gel synthesis process. The percentage of rutile phase increased from 15.1 % to 28.6 % when the stirring time was prolonged from 0.5 to 1.5 h, leading to enhanced photocatalytic activity in photodegradation of methylene blue.

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Published online 03 February 2015
Regioselective Nitration of m-Xylene Catalyzed by Zeolite Catalyst 
Xiongzi Dong and Xinhua Peng

Nitration with nitric acid and acetic anhydride via acetyl nitrate as nitrating species is efficient with the substrate m-xylene as solvent. Zeolite Hβ with an SiO2/Al2O3 ratio of 500 was found to be the most active of the catalysts tried both in yield and regioselectivity in the nitration of m-xylene.

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Published online 02 February 2015
Synthesis, Electrochemical, and Thermal Properties of [3]Ferrocenophane-Containing Chalcone Derivatives 
Haiying Zhao, Xueyou Zhu, Dong Wang, Shufeng Chen and Zhanxi Bian

Two series of [3]ferrocenophane-containing chalcone derivatives have been synthesized and characterized. These compounds exhibited good absorption and electrochemical properties. The thermal behaviours of the prepared compounds were also studied.

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    | Supplementary Material (1.8 MB)
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Published online 29 January 2015
Phosphatidylcholine with cis-9,trans-11 and trans-10,cis-12 Conjugated Linoleic Acid Isomers: Synthesis and Cytotoxic Studies 
Natalia Niezgoda, Anna Gliszczyńska, Witold Gładkowski, Katarzyna Kempińska, Joanna Wietrzyk and Czesław Wawrzeńczyk

Conjugated linoleic acid (CLA) has anticancer properties, and can be used in the synthesis of phosphatidylcholine, which has potential use as a lipid prodrug. The results revealed that there are differences in the activity between phosphatidylcholine with cis-9,trans-11 and trans-10,cis-12 CLA acyl groups. Moreover, PC-CLA exhibited lower cytotoxicity against non-cancer cells than free CLA isomers.

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    | Supplementary Material (3.1 MB)
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Published online 29 January 2015
A Compact Microcontrolled Microfluidic System for Photometric Determination of Phosphate in Natural Water Samples 
Osmundo Dantas Pessoa-Neto, Tiago Almeida Silva, Vagner Bezerra dos Santos and Orlando Fatibello-Filho

A novel, portable, and environmentally friendly automated method for phosphate determination in natural water samples was developed based on a microsystem based on green tapes coupled to a light-emitting diode (LED)–photometer and multicommutation flow analysis (MCFA).

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Published online 28 January 2015
A Facile Synthesis of Ion Imprinted Mesoporous Silica Adsorbents by a Co-Condensation Pathway and Application in a Fixed-Bed Column Study for Lead Removal 
Yanmin Gao, Zhaoyong Hu, Yan Liu, Zhanchao Liu, Rui Chen, Xiangguo Meng, Mingjia Meng and Chao Zhou

Highly selective lead ion imprinted mesoporous silica adsorbents (PbII-IMS) were prepared through a co-condensation pathway with 3-(γ-aminoethylamino)propyltrimethoxysilane (PbII-IMS-NN) and 3-aminepropyltriethoxysilyl (PbII-IMS-N) as monomers. It was found that the synthesised adsorbents presented a highly ordered mesoporous structure. PbII-IMS-NN showed a higher adsorption capacity and better recognition and binding affinity towards the target lead ions than PbII-IMS-N.

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Published online 20 January 2015
Cu(hfac)2 Complexes with Nitronyl Ketones Structurally Mimicking Nitronyl Nitroxides in Breathing Crystals 
Evgeny V. Tretyakov, Galina V. Romanenko, Sergey L. Veber, Matvey V. Fedin, Aleksey V. Polushkin, Anastasia O. Tkacheva and Victor I. Ovcharenko

Breathing crystals based on complexes of Cu(hfac)2 (hfac = hexafluoroacetylacetonate) with nitronyl nitroxides demonstrate a variety of structural rearrangements and accompanying magnetic phenomena. We report on the synthesis of diamagnetic analogues of nitronyl nitroxides that are able to isostructurally substitute the latter in copper-nitroxide systems. Such substitution leads to the disappearance of the rearrangements characteristic of breathing crystals.

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    | Supplementary Material (4.4 MB)
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Published online 07 January 2015
Molecular Docking and Spectroscopic Study on the Interaction of Serum Albumin with Iron(III) Diamine Sarcophagine 
Bahman Vasheghani Farahani, Ghasem Rezanejade Bardajee, Farzaneh Hosseinpour Rajabi and Zari Hooshyar

Interactions of iron(iii) DiAmsar with HSA and BSA are reported. Stern–Volmer quenching constants at different temperatures were calculated using fluorescence quenching. Molecular docking was performed to explore possible binding sites and assess the microenvironment around the bound iron(iii) DiAmsar.

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    | Supplementary Material (118 KB)
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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
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 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 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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    | Supplementary Material (1.8 MB)
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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 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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    | Supplementary Material (2.7 MB)
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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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    | Supplementary Material (2 MB)
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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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    | Supplementary Material (2.8 MB)
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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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    | Supplementary Material (85 KB)
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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 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
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 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 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
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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    | Supplementary Material (343 KB)
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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 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 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
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 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 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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blank image Australian Journal of Chemistry
Volume 68 Number 4 2015
Sir John Cornforth In Memoriam

 
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Table of Contents 
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Sir John Cornforth Memorial Issue 
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Curt Wentrup
pp. 519-520
 
 

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Synthetic Amino Acids for Applications in Peptide Ligation–Desulfurization Chemistry 
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Lara R. Malins and Richard J. Payne
pp. 521-537

Native chemical ligation followed by desulfurization is a powerful strategy for the chemical synthesis of protein targets. This review focusses on the current synthetic approaches to access amino acid building blocks bearing suitably positioned β-, γ- or δ-thiol ligation auxiliaries that have greatly expanded the scope of the ligation–desulfurization manifold.

 
 

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Reflections on the Life and Works of Sir John W. (‘Kappa’) Cornforth 
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Damon Ridley
pp. 538-542

This foreword reflects on the life and works of Sir John (‘Kappa’) Cornforth. It selects publications from various periods in his early years, through wartime efforts at Oxford, and to syntheses of steroids in the laboratory and in nature. It recounts what Kappa thought about some of his own publications and gives a personal opinion of how you can learn about Kappa as a person through the works he published.

 
 

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Synthesis of Highly Water-Soluble Adamantyl Phosphoinositide Derivatives 
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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
pp. 543-548

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.

   | Supplementary Material (1.5 MB)  |        Open Access Article
 

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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 
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David J. Bray, Jack K. Clegg, Marco Wenzel, Kerstin Gloe, John C. McMurtrie, Katrina A. Jolliffe, Karsten Gloe and Leonard F. Lindoy
pp. 549-554

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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Accessing Brominated Natural Product Motifs Using Phosphoramidite Catalysis 
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Carl Recsei and Christopher S. P. McErlean
pp. 555-565

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

 
    | Supplementary Material (845 KB)
 

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An Asymmetric Variant of the Bischler–Möhlau Indole Synthesis 
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Nishani Thennakoon, Gurpreet Kaur, Jingjing Wang, Paul G. Plieger and Gareth J. Rowlands
pp. 566-575

Enantiomerically enriched planar chiral indoles were prepared by an asymmetric variant of the Bischler–Möhlau synthesis. Cinchonine was used as a ‘traceless’ resolving reagent, allowing the formation of readily separable diastereomeric quaternary ammonium salts. These were condensed with several substituted anilines under microwave irradiation; this maximised yield and minimised racemisation.

 
    | Supplementary Material (3 MB)
 

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Synthesis and DNA-Binding Studies of a Dinuclear Gadolinium(III)–Platinum(II) Complex 
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Jacob M. Fenton, Madleen Busse and Louis M. Rendina
pp. 576-580

This paper reports the synthesis, characterisation, DNA-binding, and in vitro cytotoxicity of a new dinuclear GdIII–PtII complex (1·PF6).

 
    | Supplementary Material (123 KB)
 

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EXAFS and EPR Studies of the Alkene Oxidation Catalyst Species trans-[CrIII(bpb)(L)2]n+ and CrV Oxidation Products (bpb=N,N'-Bis(2-pyridinecarboxamido)-1,2-benzene) 
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Colin L. Weeks, Aviva Levina, Ronald R. Fenton and Peter A. Lay
pp. 581-592

The complexes trans-[CrIII(bpb)(OH2)2]+ and trans-[CrIII(bpb)(OH2)Cl] (bpb = N,N′-bis(2-pyridinecarboxamido)-1,2-benzene) are catalysts in the oxidation of alkenes and the industrially important coupling reaction of epoxides with CO2. Their structures have been determined for the first time by multiple-scattering analysis of their EXAFS and their oxidized CrV analogues by EPR spectroscopy.

 
    | Supplementary Material (381 KB)
 

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The Conversion of Levoglucosenone into Isolevoglucosenone 
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Xinghua Ma, Natasha Anderson, Lorenzo V. White, Song Bae, Warwick Raverty, Anthony C. Willis and Martin G. Banwell
pp. 593-599

Levoglucoseone, a compound that will soon be available in tonne quantities through the pyrolysis of waste paper, has been converted over five operationally simple steps into its quasi-enantiomer isolevoglucoseone. The key step involved was a Wharton rearrangement reaction with the requisite and diastereoisomerically related epoxy-ketones being obtained using electrophilic epoxidation techniques.

 
    | Supplementary Material (3.4 MB)
 

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Recent Advances in the Development of Sigma-1 Receptor Ligands 
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Madhura Manohar, Samuel D. Banister, Corinne Beinat, James O'Brien-Brown and Michael Kassiou
pp. 600-609

Sigma-1 receptor (S1R) is involved in a wide variety of central nervous system (CNS) diseases such as motor disorders, memory deficits, depression, schizophrenia, anxiety, pain, and drug addiction. This review focuses on recent developments in the generation of structurally diverse S1R-selective ligands and novel therapeutic candidates targeting S1Rs.

 
  
 

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Epoxidation of trans-4-Aminocyclohex-2-en-1-ol Derivatives: Competition of Hydroxy-Directed and Ammonium-Directed Pathways 
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Méabh B. Brennan, Stephen G. Davies, Ai M. Fletcher, James A. Lee, Paul M. Roberts, Angela J. Russell and James E. Thomson
pp. 610-621

The epoxidation of a range of N-substituted trans-4-aminocyclohex-2-en-1-ols upon treatment with Cl3CCO2H followed by meta-chloroperbenzoic aid (m-CPBA) has been investigated. Competitive pathways resulting from hydrogen-bonding delivery by both the hydroxy group and the in situ formed ammonium ion are observed.

 
    | Supplementary Material (577 KB)
 

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Consequences of Subtle Chiral Effects: From ‘Majority-Rules’ to ‘Minority-Rules’ 
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Patrick J. M. Stals, Müge Artar, Pim Vendrig, Anja R. A. Palmans and E. W. Meijer
pp. 622-626

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

   |        Open Access Article
 

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Synthesis of Dichotomin A: Use of a Penicillamine-Derived Pseudoproline to Furnish Native Valine Residues 
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Michelle S. Y. Wong, Deni Taleski and Katrina A. Jolliffe
pp. 627-634

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.

 
    | Supplementary Material (2.5 MB)
 

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Reactivity of β-Diketiminato Magnesium Alkyl Complexes: Heterocumulenes and Phosphanes 
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Morgan J. Taylor, Martyn P. Coles and J. Robin Fulton
pp. 635-640

Heteroleptic β-diketiminate/amidinate magnesium complexes {(BDI)Mg[MeC(NCy)2]} and {(BDI)Mg[BnC(NCy)2]} were synthesised. Rare terminal magnesium phosphanide complexes [(BDI)Mg(PR′2)(THF)] (R′ = Cy, Ph) were also generated.

 
    | Supplementary Material (514 KB)
 

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Coordination of β-Ketoimine-Derived Ligands at Main Group and Transition Metals 
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Struan J. W. Cummins, H. Putri Fraser, J. Robin Fulton, Martyn P. Coles and Christopher M. Fitchett
pp. 641-647

β-Ketoimines are used as a ligand source at main group and transition metal centres. The most common bonding mode is as the β-ketoiminate anion, which chelates with a k2O,N-coordination although an example of a neutral β-ketoimine with k1O-coordination has been structurally characterised.

 
    | Supplementary Material (217 KB)
 

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The Interaction between Remote Chiral Centres: A Pseudoracemic Example 
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Paul V. Bernhardt, Raymond M. Carman and Tri T. Le
pp. 648-651

C13R or C13S? The historically important chlorinated derivative shown forms an unusual pseudoracemate via several synthetic routes and the ratio of diastereomers has been investigated.

 
  
 

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EBC-316, 325–327, and 345: New Pimarane Diterpenes from Croton insularis Found in the Australian Rainforest 
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Lidia A. Maslovskaya, Andrei I. Savchenko, Victoria A. Gordon, Paul W. Reddell, Carly J. Pierce, Peter G. Parsons and Craig M. Williams
pp. 652-659

Five new pimarane-type diterpenes were isolated from Croton insularis, which grows in the northern Queensland rainforest.

 
    | Supplementary Material (4.7 MB)
 

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Synthesis and Activity of Putative Small-Molecule Inhibitors of the F-Box Protein SKP2 
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Andrew E. Shouksmith, Laura E. Evans, Deborah A. Tweddle, Duncan C. Miller, Elaine Willmore, David R. Newell, Bernard T. Golding and Roger J. Griffin
pp. 660-679

Efficient syntheses of tetrahydropyran inhibitors of the F-box protein SKP2 have been developed, including both enantiomers of 4-(((3-(tetrahydro-2H-pyran-4-yl)-4-phenylbutyl)amino)methyl)-N,N-dimethylaniline, obtained using Evans’ chiral auxiliaries and which were shown to inhibit p27 degradation enantioselectively in a cell-based assay.

 
    | Supplementary Material (488 KB)
 

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Synthesis of Novel Triazole-Containing Phosphonate Polymers 
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Ciarán Dolan, Briar Naysmith, Simon F. R. Hinkley, Ian M. Sims, Margaret A. Brimble, David E. Williams and Jianyong Jin
pp. 680-686

The main objective of this work was to develop novel phosphonate-containing polymers. Functionalized phosphines are one of the most attractive, yet under researched, classes of ligands that are capable of forming water-soluble transition metal complexes. It is envisaged that further experimentation will show the suitability of these polymers in aiding the aqueous solubility of a variety of metal complexes.

 
    | Supplementary Material (694 KB)
 

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Ketenes from N-(2-Pyridyl)amides 
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Carsten Plüg, Hussein Kanaani and Curt Wentrup
pp. 687-692

Several ketenes have been have been generated by flash vacuum thermolysis of 2-pyridylacetamide derivatives and isolated in Ar matrices for FT-IR spectroscopic characterisation, including methoxycarbonylketene, methoxycarbonyl(methyl)ketene, chloroketene, cyanoketene, diphenylketene, and 2-pyridylketene.

 
    | Supplementary Material (10.2 MB)
 

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Facilitating Biomimetic Syntheses of Borrerine Derived Alkaloids by Means of Flow-Chemical Methods 
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Sonja B. Kamptmann and Steven V. Ley
pp. 693-696

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.

 
    | Supplementary Material (786 KB)
 

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Sir John Cornforth (‘Kappa’): Some Personal Recollections 
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Harold Kroto
pp. 697-698

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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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.

    CH15116  Accepted 01 May 2015
    Indole-3-carbinol and 1,3,4-oxadiazole hybrids: Synthesis and study of antiproliferative and antimicrobial activity
    Nikhila Gokhale, Naveen Panathur, Udaya Kumar Dalimba, Manjunatha Kumsi
    Abstract


    CH15196  Accepted 30 April 2015
    Enhanced Squaraine Rotaxane Endoperoxide Chemiluminescence in Acidic Alcohols
    Evan Peck, Allen Oliver, Bradley Smith
    Abstract


    CH15136  Accepted 29 April 2015
    Fe(dppe)(η5-C5Me5)-based Phenylalkynyl Complexes Featuring an NO2 End-group. A Theoretical Analysis
    Hiba Sahnoune, Nicolas Gauthier, Katy Green, Karine Costuas, Frederic Paul, Jean-François Halet
    Abstract


    CH14655  Accepted 28 April 2015
    A simple, one pot synthesis of trans-substituted spiro[5,5]undecane-1,5,9-triones with aromatic aldehydes and Meldrum’s acid as the starting materials
    Jingping Ou-yang, Yu Zhao, Lingxin Meng, Huailei Jiang, Xingshu Li, Xian Jia
    Abstract


    CH15094  Accepted 27 April 2015
    Synthesis and properties of the amphipathic poly(D,L-lactide-co-glycolide)-polyethylene glycol-poly(D,L-lactide-co-glycolide) triblock copolymers
    Wenyao Zhen, Yannan Zhu, Weiping Wang, Zhaosheng Hou
    Abstract


    CH15144  Accepted 24 April 2015
    Syntheses of Cytosporones A, C, J, K and N, Metabolites from Medicinal Fungi
    Andrew Beekman, Russell Barrow
    Abstract


    CH15113  Accepted 24 April 2015
    Combination of pyridinium and isoquinolinium ylides with phenylisocyanate and isothiocyanates: Synthesis, characterization and X-ray crystal structures of mesoionic monosubstituted 3-oxo-propanamides or thioamides
    Mohammad Seifi, S. Yousef Ebrahimpour, Jim Simpson, Michal Dusek, Vaclav Eigner, Hassan Sheibani
    Abstract


    CH15126  Accepted 23 April 2015
    Facile synthesis of hierarchical CuO microspheres and their gas sensing properties for NOx at room temperature
    Wanzhen Song, Hongyuan Wu, Jingchao Wang, Yufei Lin, Jiaobao Song, Yu Xie, Li Li, Keying Shi
    Abstract


    CH15178  Accepted 21 April 2015
    Syntheses of Iron(0) Complexes of Symmetrical Trialkylphosphines with Three Terminal Vinyl Groups, P((CH2)mCH=CH2)3
    Georgette Lang, Dirk Skaper, Takanori Shima, Michael Otto, Leyong Wang, John Gladysz
    Abstract


    CH15172  Accepted 21 April 2015
    Adrien Albert Award: How to mine chemistry space for new drugs and biomedical therapies
    David Winkler
    Abstract


    CH15083  Accepted 19 April 2015
    Synthesis of Eu doped Bi2O3/CeO2 composite with enhanced photocatalytic activity by a facile sol–gel–calcination route
    Fengjun Zhang, Guosheng Xiao, Wei Lu, Tianye Wang, Limin Xuan, Jie Yu
    Abstract


    CH15134  Accepted 16 April 2015
    Adsorption of Water and Methanol on Highly Graphitized Carbon Black and Activated Carbon Fiber
    Toshihide Horikawa, Masanori Takenouchi, D Do, Ken-Ichiro Sotowa, J. Rafael Alcántara-Avila, D. Nicholson
    Abstract


    CH15110  Accepted 16 April 2015
    Assembly and properties of four new metal-organic complexes based on 1,4-naphthalenedicarboxylate: effect of four bis-pyridyl-bis-amide ligands with diverse spacers on the structures
    HongYan Lin, Xun-Zhang Zhao, Ling Zeng, Qing-Lin Wang, Xiuli Wang, Guocheng Liu
    Abstract


    CH15065  Accepted 16 April 2015
    Nematicidal Activities of Diamides with Diphenylacetylene Scaffold against Meloidogyne Incognita
    Jiling Li, Zhicheng Zhang, Xiaoyong Xu, Xusheng Shao, Zhong Li
    Abstract


    CH14731  Accepted 29 March 2015
    Diglycidyl esters cross-linked low molecular weight polyethyleneimine for magnetofection
    Hao Yu, shufeng Li, Liandong Feng, yucheng Liu, xiaoling Qi, wei Wei, junjian Li, Wei Dong
    Abstract


    CH14725  Accepted 10 March 2015
    Perspective view of Metal Organic Frameworks and other existing materials as a drug delivery carrier
    Nawsad KABIR, Chizoba Ezugwu, Francis Verpoort
    Abstract


    CH15028  Accepted 20 March 2015
    N,N-Dialkyl-N’-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part XII.* Synthesis and Reactivity of the Pyrazolo[3,4 e][1,2,4]thiadiazine Ring System
    Rebecca Norman, Michael Perkins, Andy Liepa, Craig Francis
    Abstract


    CH14733  Accepted 19 March 2015
    Synthesis of Co1Cu2(BHTC)2 and its application in adsorption desulfurization
    Qiming Li, Fang Li
    Abstract


    CH15047  Accepted 17 March 2015
    Kinetic method analysis of the effect of cis- and trans-hydroxylation on the proton affinity of proline
    Vinod Kanchi, Joong-Won Shin
    Abstract


    CH14722  Accepted 14 March 2015
    Synthesis, characterization and nanocatalysis application of core-shell superparamagnetic nanoparticles of Fe3O4@Pd
    Ariel Cappelletti, Paula Uberman, Sandra Martin, Martin Saleta, Horacio Troiani, Rodolfo Sánchez, Raúl Carbonio, Miriam Strumia
    Abstract


    CH15002  Accepted 09 March 2015
    Crystal structure studies towards the synthesis and applications of NHC-metal complexes derived from [2.2]paracyclophane
    Wenzeng Duan, Yudao Ma, Yanmin Huo, Qingxia Yao
    Abstract


    CH14484  Accepted 16 January 2015
    Ligand Constraints and Synthesis of Metal-Organic Polyhedra
    Harsh Vardhan, Francis Verpoort
    Abstract


22


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 16 June 2014
Fungal Metabolites as Pharmaceuticals

Andrew M. Beekman and Russell A. Barrow

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

Shuai Zhang and Liang-Nian He

3. 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

4. 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

5. Published 19 January 2015
Bioisosteric Fluorine in the Clandestine Design of Synthetic Cannabinoids

Shane M. Wilkinson, Samuel D. Banister and Michael Kassiou

6. Published 10 October 2014
Predicting pKa in Implicit Solvents: Current Status and Future Directions

Junming Ho

7. Published 6 November 2014
Protein Immobilization in Metal–Organic Frameworks by Covalent Binding

Xuan Wang, Trevor A. Makal and Hong-Cai Zhou

8. Published 2 September 2014
Acanthocyclamine A From the Indonesian Marine Sponge Acanthostrongylophora ingens

Ariyanti S. Dewi, Tri A. Hadi, Nurrahmi D. Fajarningsih, Joanne T. Blanchfield, Paul V. Bernhardt and Mary J. Garson

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

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

10. Published 5 December 2014
The H.G. Smith Award Article: Fluorescent Analogues of NAMI-A: Synthesis, Characterisation, Fluorescent Properties, and Preliminary Biological Studies in Human Lung Cancer Cells

Sumy Antony, Jonathan C. Morris, Toby D. M. Bell, Tracey Brown, Leone Spiccia and Hugh H. Harris

11. Published 2 September 2014
Flash (Vacuum) Pyrolysis Apparatus and Methods

Curt Wentrup

12. Published 6 November 2014
Synthesis of Steroid–Porphyrin Conjugates from Oestradiol, Oestrone, and Lithocholic Acid

Fargol Taba, Tze Han Sum, Paul J. Sintic, Ann H. Lundmark and Maxwell J. Crossley

13. Published 19 January 2015
Fluoropolymers: Origin, Production, and Industrial and Commercial Applications

James Gardiner

14. Published 5 December 2014
Membrane Protein Structures for Rational Antimicrobial Drug Design

Patricia M. Walden, Roisin M. McMahon and Julia K. Archbold

15. Published 2 September 2014
Development of the Claisen Rearrangement/Organocatalytic Diels-Alder Approach for the Synthesis of Eunicellins

Joel F. Hooper, Jonathan M. White and Andrew B. Holmes

16. Published 6 November 2014
Solvent Dependent Spin-State Behaviour via Hydrogen Bonding in Neutral FeII Diimine Complexes

Kelsey A. Schulte, Stephanie R. Fiedler and Matthew P. Shores

17. Published 10 April 2015
Facilitating Biomimetic Syntheses of Borrerine Derived Alkaloids by Means of Flow-Chemical Methods

Sonja B. Kamptmann and Steven V. Ley

18. Published 17 July 2014
Low-valent Iron Complexes Stabilised by a Bulky Guanidinate Ligand: Synthesis and Reactivity Studies

Lea Fohlmeister and Cameron Jones

19. Published 6 November 2014
Polyoxometalate-Supported Lanthanoid Single-Molecule Magnets

Michele Vonci and Colette Boskovic

20. Published 10 October 2014
The Rise of Elemental Two-Dimensional Materials Beyond Graphene

Guy Le Lay, Eric Salomon, Paola De Padova, Jean-Marc Layet and Thierry Angot


      
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