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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

Co-Editors-in-Chief: George Koutsantonis and John Wade

 
 
 

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Published online 28 January 2016
Self-Assembled Mace-Like Fe3O4 Nanostructures as a Lithium–Air Battery Cathode Material 
Hui Lv, Rongli Jiang, Xiaoyu Zhang and Jing Wang

Mace-like Fe3O4 nanostructures were synthesized via a facile microemulsion-mediated solvothermal method. The effects of various reaction conditions on the morphology and structure of Fe3O4 products were investigated. The lithium–air battery based on mace-like Fe3O4 nanostructures exhibited a high discharge capacity of 1427 mA h g-1 in ambient air.

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Published online 28 January 2016
Self-Assembly of Square-Planar Halide Complexes of Trimethylphosphine-Stabilized Diphenyl-Arsenium, -Stibenium, and -Bismuthenium Hexafluorophosphates 
J. Wolfram Wielandt, Simon Petrie, Nathan L. Kilah, Anthony C. Willis, Rian D. Dewhurst, Ferdinand Belaj, Andreas Orthaber, Robert Stranger and S. Bruce Wild

Square-planar halide complexes with four trimethylphosphine-stabilized diphenyl-stibenium or -bismuthenium ions surrounding a central halide ion in discrete centrosymmetrical structures have been prepared. The structures are stabilized by electrostatic interactions between the halide and four stibenium or -bismuthenium cations, as well as four edge-to-face phenyl–phenyl embraces above and below the plane of the main group elements.

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Published online 28 January 2016
A Concise Synthesis of Racemic Lorcaserin 
Bin Xu, Jincai Su, Jing Wang and Guo-Chun Zhou

A new and concise synthesis of racemic lorcaserin was described. Key intermediate asymmetrical imide 11 was prepared by the reaction of nitrile and acid, and efficiently reduced by NaBH4, AlCl3, and trimethylsilyl chloride into amine 8a, which could be cyclized into racemic lorcaserin ((±)-1).

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    | Supplementary Material (453 KB)
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Published online 28 January 2016
Ionic Thiourea Organocatalysis of the Morita–Baylis–Hillman Reaction 
Trevor McGrath, Katherine N. Robertson, Jason D. Masuda, Jason A. C. Clyburne and Robert D. Singer

An ionic thiourea-based organocatalyst has been shown to promote a 1,4-diazabicyclo[2.2.2]octane, (DABCO) catalyzed Morita–Baylis–Hillman reaction between benzaldehyde and cyclohex-2-en-1-one. Entrainment of the ionic thiourea co-catalyst in the ionic liquid N-butyl-N-methylpyrrolidinium bistriflimide, [BMPyr][N(Tf)2], facilitates catalyst recycling and affords very good yields with reduced reaction times through use of microwave heating.

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    | Supplementary Material (627 KB)
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Published online 21 January 2016
Unique Occurrence of Cationic and Anionic Bis-1,2-diaminocyclohexane Copper(II) Units in a Double Complex Salt 
Norman Kelly, Marco Wenzel, Thomas Doert, Kerstin Gloe, Jan J. Weigand, Leonard F. Lindoy and Karsten Gloe

The reaction of (±)-trans-diaminocyclohexane (dach) with copper(ii) sulfate in water resulted in the spontaneous formation of the double complex salt, [Cu(dach)2(H2O)2][Cu(dach)2(SO4)2]·6H2O, which unexpectedly incorporated a Cu(dach)22+ motif in both of its complex cation and anion. Each copper(ii) centre had a trans N4O2-donor coordination shell, yielding an overall Jahn–Teller-distorted octahedral geometry.

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    | Supplementary Material (470 KB)
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Published online 18 January 2016
Synthesis and Photocleavage of Quinoline Methyl Ethers: A Mild and Efficient Method for the Selective Protection and Deprotection of the Alcohol Functionality 
Anthony A. Provatas, Gary A. Epling and James D. Stuart

The synthesis and photocleavage of quinolinyl methyl ether-protected alcohols is reported in this study. Photocleavage of the quinolinyl methyl ether moiety proceeded under visible light with the formation of the charged quinolinyl radical intermediate through a single-electron transfer in the presence of a photosensitizer dye leading to the deprotected alcohol in excellent yields

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Published online 13 January 2016
X-Ray Structures and Dynamic Solution Behaviours of Five-Coordinate Nickel(II) Complexes Containing Di- and Tritertiary Arsine Ligands 
David A. McMorran, Michael G. Fitzpatrick, Robert G. Cunninghame, Alison J. Downard, Ward T. Robinson and Lyall R. Hanton

Nickel(ii) complexes containing two tritertiary arsine ligands are found to be five-coordinate in the solid state but undergo a novel fluxionality in solution whereby all six arsine donors contribute to the coordination sphere. Related complexes containing two ditertiary arsine ligands and one or two halides also show that, where a potential sixth donor exists, dynamic solution behaviours operate to utilise it in bonding.

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Published online 11 January 2016
Thermally Rearranged Poly(benzoxazole) Copolymer Membranes for Improved Gas Separation: A Review 
Colin A. Scholes

Thermal rearrangement of hydroxyl-containing polyimides in the solid state produces poly(benzoxaole) polymers with unique gas separation properties. However, these suffer from poor mechanical properties that can be overcome through copolymers.

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Published online 07 January 2016
Sulfides Synthesis: Nanocatalysts in C–S Cross-Coupling Reactions 
Lotfi Shiri, Arash Ghorbani-Choghamarani and Mosstafa Kazemi

Nowadays, transition metals in nano-size have been transformed into an efficient catalytic tool for the performance of C–S cross-coupling reactions. This review provides a systematic and comprehensive study of recently published breakthroughs on the synthesis of sulphides using metallic nanocatalysts from 2007 to 2015 .

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Published online 07 January 2016
Molecular Electronics: History and Fundamentals 
Santiago Marqués-González and Paul J. Low

In this Primer Review, we introduce the topic of molecular electronics, drawing on some of the earliest expressions of the fundamental concepts, and summarizing key concepts to provide the interested reader with an entry to this fascinating field of science and emerging technology.

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Published online 22 December 2015
Palladium-Catalyzed Suzuki Cross-Coupling of 2-Halo-Deazapurines with Potassium Organotrifluoroborate Salts in the Regioselective Synthesis of Imidazo[4,5-b]pyridine Analogues 
Bhaskaran Savitha, Ayyiliath. M. Sajith, M. Nibin Joy, K.K. Abdul Khader, A. Muralidharan, M. Syed Ali Padusha and Yadav D. Bodke

In this paper, we report the use of potassium organotrifluoroborate salts as nucleophilic organoboron reagents in the Suzuki cross-coupling reactions of 2-halo deazapurines. Regio-isomeric C-2-substituted imidazo[4,5-b]pyridine analogues were synthesized by employing this protocol in good to excellent yields.

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    | Supplementary Material (2.5 MB)
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Published online 17 December 2015
Charge Localisation in Heavy Alkali Metal Ion Complexes of 4,4'-Biphenyldicarboxylate 
Jack Harrowfield and Pierre Thuéry

Crystal structure determinations show that both RbI and CsI can interact with carboxylate units in a manner consistent with each oxygen atom having a tetrahedral bonding disposition.

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    | Supplementary Material (677 KB)
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Published online 15 December 2015
Prospects of Spin Catalysis on Spin-Polarized Graphene Heterostructures 
Pavel V. Avramov, Pavel B. Sorokin, Alex A. Kuzubov, Seiji Sakai, Shiro Entani and Hiroshi Naramoto

Ab initio density functional theory calculations were used to examine the feasibility of running spin-catalytic reactions on graphene 2D ferromagnetic heterostructures. The spin states of the substrates strongly influenced parameters of Ni adatom extreme points of potential energy surfaces on graphene. This phenomenon offers unique possibilities to control chemical reactions on graphene deposited on different ferromagnetic supports.

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Published online 14 December 2015
Hybrid 1,2,3-Triazole Supported CuII Complexes: Tuning Assembly and Weak Interaction-Driven Crystal Growth 
Shi-Qiang Bai, Lu Jiang, David James Young and T. S. Andy Hor

The relationship between lattice molecular structures and crystal morphology can be explained by H-bonding interactions in three functionalised triazole supported metal complexes.

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    | Supplementary Material (167 KB)
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Published online 14 December 2015
Synthesis and Binding Affinity of Fluorine Containing NG-acyl and -sulfonyl BIBP3226 Derivatives: Ligands for the NPY Y1 Receptor 
Nigel A. Lengkeek, Maxine P. Roberts, Lei Zhang, I-Chieh J. Lee, Christopher J. R. Fookes, Branko Dikic, Herbert Herzog, Andrew Katsifis and Ivan Greguric

Neuropeptide Y (NPY) receptors are abundant in a range of tumours hence are a molecular target for tumour imaging and therapy. A series of NG-substituted derivatives of the NPY receptor antagonist, BIBP3226, were prepared aiming to improve its current usability and to incorporate a positron-emitting radioisotope for development in positron emission tomography radiopharmaceuticals.

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    | Supplementary Material (217 KB)
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Published online 01 December 2015
Study on Pyrrole 4-Pyrazoline Derivatives: Experimental and Quantum Chemical Approaches 
R. N. Singh, Poonam Rawat and Vikas Baboo

A series of pyrrole 4-pyrazoline biheterocyclic derivatives have been synthesized and studied using experimental IR, UV, 1H and 13C NMR spectroscopic analyses along with density functional theory calculations using the B3LYP functional with 6–311+G (d,p) basis set. The global, local reactivity, and thermodynamic parameters support the analyses. All the experimental findings correlate well with the theoretical results.

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    | Supplementary Material (1.3 MB)
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Published online 01 December 2015
Bis(amino)cyclopropenylidenes as New Carbene Organocatalysts 
Reece D. Crocker

Stable cyclopropenylidenes have proven to be efficient organocatalysts for several types of reactions on carbonyl substrates. This new family of carbenes holds great potential to compete with the very popular and well-studied N-heterocyclic carbenes for new applications in organic chemistry.

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Published online 01 December 2015
Enhanced Catalytic Activity of Carbon Nanotubes for the Oxidation of Cyclohexane by Filling with Fe, Ni, and FeNi alloy Nanowires 
Xixian Yang, Yuhang Li, Hao Yu, Xuchun Gui, Hongjuan Wang, Hongyu Huang and Feng Peng

New catalysis applications of nanocarbon materials pave the way towards greener chemical syntheses. For the catalytic oxidation of cyclohexane in liquid phase, the higher activity was obtained over Fe@CNT compared with that of Ni@CNT. The enhanced catalytic performance can be attributed to a combined contribution of thin walls of the CNTs and confined electron-donating metals, which are favourable to electron transfer on the surfaces of CNTs.

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Published online 30 November 2015
Cationic Micelles Based on Polyhedral Oligomeric Silsesquioxanes for Enhanced Gene Transfection 
Connie K. Liu, Qingqing Dou, Sing Shy Liow, Jatin N. Kumar and Xian Jun Loh

Poly(2-(dimethylamino)ethyl methacrylate)-poly(methacrylate isobutyl polyhedral oligomeric silsesquioxane) (PDMAEMA-POSS) copolymers were synthesized for co-gene and drug delivery. The hydrophobic POSS interior allows incorporation of hydrophobic drugs, and the PDMAEMA corona allows the complexation of DNA to form a nano-sized polyplex. These copolymers display excellent gene transfection efficiency when compared with PEI or PDMAEMA homopolymers.

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    | Supplementary Material (58 KB)
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Published online 27 November 2015
An Injectable Double-Network Hydrogel for Cell Encapsulation 
Pei Lin Chee, Lakshmi Lakshmanan, Shan Jiang, Hongye Ye, Dan Kai and Xian Jun Loh

We show in this study that the double-network system can also be used to synthesize an injectable gel made up of poly(ethylene glycol) methyl ether methacrylate and sodium alginic acid. The results of a cell cytotoxicity test and preliminary cell encapsulation study showed good cell compatibility, suggesting that the hydrogels could potentially be used for cell delivery.

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    | Supplementary Material (91 KB)
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Published online 25 November 2015
Structural Basis for the Structure–Activity Behaviour of Oxaliplatin and its Enantiomeric Analogues: A Molecular Dynamics Study of Platinum-DNA Intrastrand Crosslink Adducts 
Jing Yang, Jing Chen and Zibiao Li

Molecular dynamics simulations of oxaliplatin enantiomeric analogues, trans-R,R-, trans-S,S-, and cis-DACH-Pt-DNA adducts, and undamaged DNA were performed to probe for stereoselectivity-based conformational differences and explain their different anti-tumour activities.

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    | Supplementary Material (1.1 MB)
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Published online 20 November 2015
Charge Carrier Transfer in Ta3N5 Photoanodes Prepared by Different Methods for Solar Water Splitting 
Mingxue Li, Wenjun Luo, Liheng Yang, Xin Zhao and Zhigang Zou

Inter-particle connectivity is key for electron transfer in photoanodes, while a porous structure is important for the hole transfer in photoanodes.

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    | Supplementary Material (383 KB)
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Published online 19 November 2015
Novel MII (M = Mn, Fe, Co, Ni) Coordination Assemblies Based on 2-(((1-(Pyridin-n-ylmethyl)-1H-1,2,3-triazol-4-yl)methyl)thio)pyridine Ligands 
Lu Jiang, Zhe Wang, Shi-Qiang Bai, Xian Jun Loh and T. S. Andy Hor

Three 1D polymeric 18-member metallomacrocyles have been obtained using an open-bridged triazolyl ligand as the spacer. Use of an isomeric triazolyl ligand with different picolyl nitrogen orientation, which favours chelate formation, resulted in two mononuclear complexes.

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Published online 13 November 2015
Synthesis and Biological Screening of Silicon-Containing Ibuprofen Derivatives: A Study of Their NF-κΒ Inhibitory Activity, Cytotoxicity, and Their Ability to Bind IKKΒ 
David J. Pérez, Uzma I. Zakai, Song Guo, Ilia A. Guzei, Zeferino Gómez-Sandoval, Rodrigo Said Razo-Hernández, Robert West and Ángel Ramos-Organillo

A series of silicon-containing amides and esters derived from ibuprofen was synthesised and screened for NF-κβ inhibition. Amides achieved higher inhibition values and were more potent NF-κβ inhibitors than ibuprofen. The determination of their cytotoxicity and a molecular docking calculation of the silicon-containing derivatives on IKKβ is also reported.

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    | Supplementary Material (3.8 MB)
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Published online 10 November 2015
Self-Generated Macrochannel-Structure TiO2/g-C3N4 with High Photocatalytic Activity 
Gaopeng Dai, Tao Wang, Suqin Liu, Ying Liang and Wen Xu

TiO2/g-C3N4 composites with macrochannel structure were successfully synthesised without using templates. The as-prepared composites show enhanced photocatalytic activity under visible light or simulated sunlight irradiation.

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Published online 06 November 2015
Friedel–Crafts Chemistry. Part 46. Unprecedented Construction of Tricyclic Pyrazolo[3,4-b]quinolines, -[1,8]naphthyridines, -azepines, -azocines, -pyrido[3,2-g]azocines, and pyrazolo[3,4-b]azonines via Friedel–Crafts Ring Closures 
Hassan A. K. Abd El-Aal and Ali A. Khalaf

A convergent synthetic protocol for the construction of new fused tricyclic pyrazolo[3,4-b]quinolines, -[1,8]naphthyridines, -azepines, and -azocines via Friedel–Crafts cycliacylations of their synthesized carboxylic acids is described.

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Published online 04 November 2015
Investigation of Functional Group Effects on Palladium Catalysed Asymmetric P–H Addition 
Xi-Rui Li, Renta Jonathan Chew, Yongxin Li and Pak-Hing Leung

The pincer catalysed asymmetric P–H addition of diphenylphosphine to 3-benzylidene-2,4-pentadione is herein reported. Albeit successful in catalysing a series of similar substrates, unexpected chelation of the dione substrate to the palladacycle catalyst resulted in inactivation of the catalyst with adjacent coordination sites. Protected phosphine adducts were isolated and characterised.

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    | Supplementary Material (705 KB)
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Published online 30 October 2015
Metallosupramolecular Chemistry of AgI Complexes with Azobis(2-pyridine) and its Derivatives 
Siji Rajan, F. Richard Keene and Peter J. Steel

Upon reaction with silver salts three azobis(2-pyridine) ligands are shown to consistently act as di-bidentate bridging ligands, leading to the formation of 1D coordination polymers.

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Published online 30 October 2015
Molecularly Imprinted TiO2/WO3-Coated Magnetic Nanocomposite for Photocatalytic Degradation of 4-Nitrophenol Under Visible Light 
Shoutai Wei, Hualong Liu, Chiyang He and Ying Liang

A molecularly imprinted TiO2/WO3 magnetic nanocomposite was prepared. The composite can degrade 4-nitrophenol under visible light. The composite can be easily recycled by a magnet and has good reusability.

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Published online 26 October 2015
Three 3d–4f Tetranuclear Complexes Based on 2,3,5-Trichlorobenzoic Acid: Syntheses, Structures, and Magnetic Properties 
Yu Zhang and Ji-Min Zheng

Three 3d–4f tetranuclear complexes Co2Ln2(L)10(bipy)2 (Ln = Dy 1, Ho 2, and Er 3), where HL and bipy are 2,3,5-trichlorobenzoic and acid 2,2′-bipyridine, have been synthesized hydrothermally and characterized. The tetranuclear clusters of 13 construct 2D layers by weak hydrogen bonds. Magnetic studies indicate ferromagnetic interactions between adjacent metal ions in complexes 1 and 3 and antiferromagnetic interactions in 2.

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    | Supplementary Material (213 KB)
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Published online 09 October 2015
Antimicrobial Properties of Mono- and Di-fac-rhenium Tricarbonyl 2-Pyridyl-1,2,3-triazole Complexes 
Sreedhar V. Kumar, Warrick K. C. Lo, Heather J. L. Brooks, Lyall R. Hanton and James D. Crowley

A family of mono- and di-fac-rhenium tricarbonyl 2-pyridyl-1,2,3-triazole complexes with different aliphatic and aromatic substituents were synthesized in good-to-excellent yields. The complexes were tested for antimicrobial activity in vitro against both Gram-positive (Staphylococcus aureus) and Gram-negative (Escherichia coli) microorganisms. Several of the cationic complexes displayed activity against Staphylococcus aureus, but the minimum inhibitory concentrations for all the complexes were modest (i.e. 16–1024 µg mL–1).

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    | Supplementary Material (1.8 MB)
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Published online 09 October 2015
Lactic Acid Determination in Human Plasma Using Ultrasound-Assisted Emulsification Microextraction Followed by Gas Chromatography 
Parvin Shahdousti, Rezvan Shojaee, Mohammad Aghamohammadi and Behrang Harooni

The ultrasound-assisted emulsification microextraction method followed by gas chromatography–flame ionization detection was developed for determination of lactic acid in human plasma to monitor lactic acidosis.

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Published online 05 October 2015
First Principle Study of Electronic and Non-Linear Optical (NLO) Properties of Triphenylamine Dyes: Interactive Design Computation of New NLO Compounds 
Muhammad Ramzan Saeed Ashraf Janjua, Zain Hassan Yamani, Saba Jamil, Asif Mahmood, Imran Ahmad, Muhammad Haroon, Mudassir Hussain Tahir, Zhihua Yang and Shilie Pan

The structure–property relationship indicates that the β value increases with increasing π-conjugating lengths. Based on experimental and theoretical explorations, the design of molecules with good second-order non-linear optical properties was primarily focussed on planar D­–π–A models (D = donor, A = acceptor).

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    | Supplementary Material (121 KB)
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Published online 01 October 2015
Label-Free and Sensitive Detection of BRCA1 and TB4 DNA Sequences with Water-Soluble Cationic Polythiophenes 
Shaohong Zhou, Huanhuan Ling, Yun Ma, Yan Zhou, Wenqi Du, Meifang Cui, Yong Xia, Liqiang Yan, Hongtao Yao and Zhengjian Qi

A sensitive method for BRCA1 and TB4 DNA sequences detection using water-soluble cationic polythiophenes, poly(3-(1′-ethoxy-2′-N-methyl imidazole)thiophene) (PT) is presented. The fluorescence of PT would recover to its initial intensity after the addition of complementary ssDNA, whereas sequences with mismatched bases would not.

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    | Supplementary Material (145 KB)
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Published online 29 September 2015
Fullerene–Pyrrolidine Biferrocene Donor–Acceptor Triads: Synthesis and Effects of Fullerene[60] on the Electronic Communication of the Two Ferrocene Units in Biferrocene 
Zhenyi Wu and Mian Jiang

A fullerene–pyrrolidine biferrocene donor–acceptor triad was synthesized and fully characterized, and the effects of fullerene[60] on the electronic communication of the two ferrocene units in biferrocene were studied.

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Published online 28 September 2015
Thermal and Spectral Analysis of Novel Amide-Tethered Polymers from Poly(allylamine) 
Paolo N. Grenga, Matthew J. Nethercott, Ayeisca E. Mateo, Mathew Patenaude, Todd Hoare, David P. Weliky and Ronny Priefer

Using post-polymerization modification a library of amide-linked polyelectrolytes with tethered aliphatic, aromatic, and cubyl moieties were synthesized. The degree of amidation was determined by elemental analysis. The thermal (DSC/TGA) and spectral (13C SSNMR) properties of the polymers were also analyzed.

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    | Supplementary Material (1006 KB)
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Published online 25 September 2015
Electronic Structure Change in DNA Caused by Base Pair Motions and Its Effect on Charge Transfer in DNA Chains 
Wei Liu, Jingyao Liu, Guohui Zheng, Sanhuang Ke, Maosheng Miao and Nicholas Kioussis

By utilizing a pseudo-helical base pair stack model, we systematically studied the electronic structure of DNA and its dependence on geometry changes that represent the important DNA motions, including the translation, the twist and the torsion of the base pairs. Our calculations of the electronic structure under large geometry variation, including large base pair stacking deformation and the insertion of phenyl rings in the bases, can provide good guidelines for structural modifications of DNA.

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Published online 22 September 2015
Microwave-Assisted Synthesis of Nitrogen-Doped Multi-Layer Graphene Quantum Dots with Oxygen-Rich Functional Groups 
Xiaobei Hou, Yibing Li and Chuan Zhao

Strong green-luminescent nitrogen-doped graphene quantum dots (N-GQDs) were successfully prepared via a microwave-assisted hydrothermal method. The fabricated N-GQDs show a highly crystalline structure and a wavelength-dependent luminescence emission and possess an N/C atomic ratio and photoluminescence quantum yield of 5.7 % and 5.2 %, respectively.

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Published online 15 September 2015
Uncatalyzed CO2Li-Mediated SNAr Reaction of Unprotected Benzoic Acids via Silicon Trickery 
Mickael Belaud-Rotureau, Anne-Sophie Castanet, Thi Huu Nguyen and Jacques Mortier

The alkyl and aryllithium SNAr displacement of a fluoro or methoxy group from unprotected 2-fluoro/methoxybenzoic acids is discussed. It was discovered that a TMS group located at the C6-position ortho to the carboxyl group shields effectively the carboxylate against nucleophilic attack, thus reducing dramatically ketone formation, and reorients nucleophilic substitution to the C2-position.

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Published online 08 September 2015
Photocatalytic Degradation of Gaseous Formaldehyde by Modified Hierarchical TiO2 Nanotubes at Room Temperature 
Di Gu, Baohui Wang, Yanji Zhu and Hongjun Wu

The CO2 transmittance peak height formed upon the photodegradation of formaldehyde fits a pseudo-first-order kinetic model by a linear transform equation. The Pt/TiO2 nanotube arrays showed the fastest degradation and highest gas phase photocatalytic (PC) activity. The enhanced PC activity can be ascribed to the formation of a Schottky junction between the noble metal nanoparticles and TiO2.

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Published online 04 September 2015
Synthesis and Characterization of Bradykinin Derivatives Based on a β-Cyclodextrin Core 
Rachel J. Stephenson, Fran Wolber, Paul G. Plieger and David R. K. Harding

Our work provides evidence that the position of the bioactive peptide on cyclodextrin analogues is important for proliferation activity in tumour cells with applications in the delivery of cytotoxic drugs.

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    | Supplementary Material (252 KB)
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Published online 04 September 2015
Synthesis, Structures, and Properties of Polynuclear Silver(I) Complexes Containing Tetra-Phosphine Ligand with Ag⋅⋅⋅C Interactions 
Ting-Hong Huang, Jie Yan, Hu Yang, Changbin Tan and Yan Yang

Two silver(i) complexes, [Ag4(pbaa)(µ-κ1S,κ2S-Etdtc)4] (1) and [Ag4(pbaa)(µ-κ1S,κ2S-Etdtc)2(µ-κ1S,κ1S-Etdtc)2 ] (2), have been prepared and characterized.

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Published online 03 September 2015
A Density Functional Theory Investigation of the Tandem Radical Cyclization of 1-[2-Yl-3-(2-Methoxyphenyl)-prop-2-enyl]-6-oxo-1,6-dihydropyridine-2-carbonitrile 
Lang Yuan and Hai-Tao Yu

The DFT computation in this study demonstrates that the radical 3b can undergo 5-exo/6-endo cyclizations to provide the tetracyclic product 2b. The neophyl-like rearrangements into 2a and 2b′ are of minor importance. The related mechanism is estimated by the attack angles, attack orientations, and intrinsic reaction barriers.

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    | Supplementary Material (350 KB)
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Published online 03 September 2015
Novel Disulfide-Containing Poly(β-amino ester)-Functionalised Magnetic Nanoparticles for Efficient Gene Delivery 
Yucheng Liu, Shufeng Li, Liandong Feng, Hao Yu, Xiaoliang Qi, Wei Wei, Junjian Li and Wei Dong

In this study, novel disulfide-containing poly(β-amino ester)s (SFs) were synthesised to subsequently combine with biocompatible magnetic nanoparticles (MNPs) via electrostatic interaction, leading to the formation of magnetic complexes for gene delivery. The transfection efficiency and cytotoxicity of the resulting magnetic gene complexes were investigated.

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    | Supplementary Material (280 KB)
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Published online 01 September 2015
Synthetic, Spectroscopic, Crystallographic, and Biological Studies of Seven-Coordinated Diorganotin(iv) Complexes Derived from Schiff Bases and Pyridinic Carboxylic Acids 
Guillermo M. Chans, Antonio Nieto-Camacho, Teresa Ramírez-Apan, Simón Hernández-Ortega, Cecilio Álvarez-Toledano and Elizabeth Gómez

The synthesis of seven-coordinated diorganotin(iv) monomeric derivatives is reported. All complexes were elucidated by mass spectrometry, IR, multinuclear NMR, and elemental analyses. The complexes 5a, 5d, 5e, 5g, and 6a were also confirmed by X-ray crystallography diffraction analyses. The antioxidant activity and the anti-inflammatory 12-O-tetradecanoylphorbol-13-acetate assays were evaluated.

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  iv) Complexes Derived from Schiff Bases and Pyridinic Carboxylic Acids&title=Australian Journal of Chemistry&date=9999&volume=9999&spage=&epage=&aulast=Chans&aufirst=Guillermo M." target="_blank" >  | Supplementary Material (4.4 MB)
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Published online 31 August 2015
Synthesis and Characterization of a New Group of Exo-Coordinating O2N2-Donor Macrocycles 
Bahram Ghanbari, Barzin Safarkoopayeh (Agheli), Reze Kia and Paul R. Raithby

We show the synthetic route of O2N2-donor macrocycles mounted with 1,3-diazacyclohexane subrings, which could aid in the production of neuronal blocking drugs or the manufacture of high-energy materials.

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    | Supplementary Material (146 KB)
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Published online 28 August 2015
Activation Volumes for the Hydration Reactions of Carbon Dioxide 
William Conway, Debra Fernandes, Carlos Rodríguez, Robert Burns, Manuel Martínez and Marcel Maeder

The reactions of CO2 in aqueous solutions are among the most fundamental reactions relevant to the chemical environment. Investigation of the kinetic reactions for CO2 hydration accompanied by systematic changes in pressure can be utilised to probe the corresponding activation volume profiles and transition states for CO2 hydration via the spontaneous and alkaline pathways.

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    | Supplementary Material (114 KB)
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Published online 27 August 2015
Aryl Naphthoates: A Conformational Analysis Supported by Single-Crystal X-Ray Diffraction 
Jorge L. Jios, Rudolf Wartchow, Gustavo A. Echeverría and Helmut Duddeck

The solid state conformations of 12 title compounds as determined by X-ray diffraction were described in terms of co-planarity, intramolecular steric interference, and crystal packing effects. The configuration of the molecules adopted in the crystal was interpreted with the assistance of theoretical calculations and the observed C=O stretching vibrations.

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Published online 24 August 2015
Use of Modified γ-Alumina Nanoparticles for the Extraction and Preconcentration of Trace Amounts of Cadmium Ions 
Ali Mirabi, Ali Shokuhi Rad, Mohammad Reza Jamali and Nasim Danesh

Nanometre-sized γ-alumina coated with sodium dodecyl sulfate–4-(2-pyridylazo)resorcinol was developed as a new sorbent towards the solid phase extraction for preconcentration of ultra-trace quantities of cadmium ions as a prior step to their determination by flame atomic absorption spectrometry.

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Published online 14 August 2015
Solid–Liquid Reaction Synthesis of High-Purity Potassium Hexathionate and Its Antibacterial Properties 
Guofang Li, Yahui Xia, Yanbao Zhao, Ping Li, Fuqiang Zhang and Peng Qu

High-purity potassium hexathionate, with effective antibacterial and bactericidal activities, was prepared through a convenient process from sodium thiosulfate (solid) and disulfur dichloride.

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Published online 14 August 2015
Kinetic Studies of Gold Recovery from Diluted Chloride Aqueous Solutions Using Activated Carbon Organosorb 10 CO 
Marek Wojnicki, Ewa Rudnik, Magdalena Luty-Błocho, Robert P. Socha, Zbigniew Pędzich, Krzysztof Fitzner and Krzysztof Mech

Scanning electron microscopy images of the activated carbon surface after adsorption process are shown. The external surface of the porous material was covered by the metallic particles. A random distribution of the metallic particles inside the activated carbon pores was observed.

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blank image Australian Journal of Chemistry
Volume 69 Number 2 2016
RESEARCH FRONT: Natural Products Chemistry

 
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Table of Contents 
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Natural Products Version? 
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Russell A. Barrow
pp. 127-128

Natural products chemistry in the 21st century is central to studies across multiple disciplines and branches within those disciplines. This research front contains a selection of papers that showcase current research in natural products chemistry.

 
 

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Genome-Guided Discovery of Natural Products and Biosynthetic Pathways from Australia’s Untapped Microbial Megadiversity 
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John A. Kalaitzis , Shane D. Ingrey , Rocky Chau , Yvette Simon and Brett A. Neilan
pp. 129-135

The genetics underpinning the biosynthesis of microbial natural products is so well understood that some pathways and indeed their natural products may be predicted from DNA sequences alone. Mining of microbial genomes for biosynthesis genes is now seen as a viable platform for natural products discovery and this account overviews some of our research in this field.

 
    | Supplementary Material (125 KB)
 

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New Cytotoxic Norditerpenes from the Australian Nudibranchs Goniobranchus Splendidus and Goniobranchus Daphne 
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Yuichiro Hirayama , Peter L. Katavic , Andrew M. White , Gregory K. Pierens , Lynette K. Lambert , Anne E. Winters , Hideo Kigoshi , Masaki Kita and Mary J. Garson
pp. 136-144

Aplytandiene-3 and six new metabolites with ‘gracilin’-type carbon skeletons are isolated from Goniobranchus splendidus. The structure of gracilin G is revised and a C-6 configuration deduced by 1D and 2D NMR spectroscopy. Goniobranchus daphne yields a lactone with a rearranged spongionellin-type skeleton. Selected isolated metabolites are cytotoxic against a HeLa S3 cell line.

   | Supplementary Material (919 KB)
 

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Antiproliferative Aporphine Alkaloids from Litsea glutinosa and Ethnopharmacological Relevance to Kuuku I’yu Traditional Medicine 
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Chi P. Ndi , Matthew J. Sykes , David J. Claudie , Ross A. McKinnon , Susan J. Semple and Bradley S. Simpson
pp. 145-151

In Australia, Litsea glutinosa is an important plant used in the traditional medicine system of the Kuuku I’yu (Northern Kaanju) people in the Cape York Peninsula, Queensland. Here, we report the cytotoxicity of crude extracts and four aporphine alkaloids isolated from the leaves of L. glutinosa against a panel of human cancer cell lines.

 
  
 

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Kumbicins A–D: Bis-Indolyl Benzenoids and Benzoquinones from an Australian Soil Fungus, Aspergillus kumbius 
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Heather J. Lacey , Daniel Vuong , John I. Pitt , Ernest Lacey and Andrew M. Piggott
pp. 152-160

A novel Australian fungus, Aspergillus kumbius FRR6049, yielded three new bis-indolyl benzenoids, kumbicins A–C, and a new bis-indolyl benzoquinone, kumbicin D.

 
    | Supplementary Material (1.6 MB)
 

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The Use of the Toxic Plant Myoporum montanum in a Traditional Australian Aboriginal Medicine 
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Diana Zaleta-Pinet , Adam McCluskey , Sharron Hall , Joseph Brophy , Chris Ashhurst-Smith , Jennette Sakoff and Ian van Altena
pp. 161-168

Chemical investigation of a traditional Australian Aboriginal medicine revealed that the plant used was the toxic shrub, Myoporum montanum, but that the method of preparation plays a role in reducing the toxicity of the extract.

 
    | Supplementary Material (570 KB)
 

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Identification of the Cat Attractants Isodihydronepetalactone and Isoiridomyrmecin from Acalypha indica 
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Adrian Scaffidi , Dave Algar , Björn Bohman , Emilio L. Ghisalberti and Gavin Flematti
pp. 169-173

Acalypha indica has a long history of medicinal use and the roots of this plant are known to have a peculiar effect on cats. In this study, we identify two iridoids, (4R,4aR,7S,7aR)-isodihydronepetalactone (4) and (4R,4aS,7S,7aR)-isoiridomyrmecin (6), that are emitted by the roots of this plant and are likely to be responsible for this cat effect.

 
    | Supplementary Material (489 KB)
 

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Host–Guest Inclusion System of Luteolin with Polyamine-β-cyclodextrin: Preparation, Characterisation, Anti-oxidant and Anti-cancer Activity 
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Manshuo Liu , Rongqiang Liao , Yulin Zhao and Bo Yang
pp. 174-182

The water solubility, anti-oxidant activity and anti-cancer activity of LU were significantly increased in the inclusion complex with polyamine-β-cyclodextrin. The LU/CDs complex will be useful for its application as herbal medicine or healthcare product.

 
    | Supplementary Material (1.3 MB)
 

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Carbon-Doped Hollow Titania with Tuneable Shell Architecture for Supercapacitors 
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Juanrong Chen , Fengxian Qiu , Ying Zhang and Shunsheng Cao
pp. 183-190

Carbon-doped hollow anatase spheres, prepared in situ by directly carbonizing cationic polystyrene templates, exhibit outstanding capacitor performances compared to that of undoped P25.

 
  
 

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Enzymatic Digestion of Keratin for Preparing a pH-Sensitive Biopolymer Hydrogel 
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Tao Li , Xiaochun Yin , Wenzhong Zhai , Yu-Feng He and Rong-Min Wang
pp. 191-197

Keratin has a wide variety of sources, is inexpensive and abundant in nature. This paper describes a simple and efficient enzymatic digestion method to pig hair keratin. A type of pH-sensitive keratin-based biopolymer hydrogel with excellent swelling properties and pH-sensitive drug release properties was prepared.

 
  
 

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The Nucleophilic Addition of In Situ Generated Calcium Thiolate of Benzonitrile to the Sidewall of Single-Walled Carbon Nanotubes: A New and Direct Approach for Thioamidation 
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Hossein Reza Darabi , Atefeh Roozkhosh and Kioumars Aghapoor
pp. 198-203

A new and efficient covalent thioamidation of single-walled carbon nanotubes (SWCNTs) consisting of a direct nucleophilic addition of calcium thiolate to the sidewalls of the tubes has been developed for the first time.

 
  
 

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Controlled Delivery of Levothyroxine Using Porous Silicon as a Drug Nanocontainer 
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Soheila Kashanian , Elham Rostami , Frances J. Harding , Steven J. P. McInnes , Sameer Al-Bataineh and Nicolas H. Voelcker
pp. 204-211

Capitalizing on the large loading capacity, biocompatibility and bioresorbability of porous silicon, films for the controlled delivery of the prohormone levothyroxine were fabricated. Amine functionalization of the films increased loading capacity by 50 % and sustained drug release under physiological conditions for 14 days. ELISA based release confirmed that levothyroxine was not deactivated or degraded.

 
    | Supplementary Material (165 KB)
 

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Preparation of Uniform BiOI Nanoflowers with Visible Light-Induced Photocatalytic Activity 
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Feng Cao , Xin Lv , Jun Ren , Linqing Miao , Jianmin Wang , Song Li and Gaowu Qin
pp. 212-219

Uniform 3D hierarchical BiOI nanoflowers were developed via a facile solvothermal method. The obtained BiOI sample presents favourable recycling characteristics for mixed organic dye photodegradation, thereby presenting significant potential for practical wastewater treatment.

 
  
 

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Synthesis and Characterization of Mesoporous Tin Oxide-Functionalized Reduced Graphene Oxide Nanoplatelets for Ultrasensitive Detection of Guaiacol in Red Wines 
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Tian Gan , Zhaoxia Shi , Kaili Wang , Junyong Sun , Zhen Lv and Yanming Liu
pp. 220-229

Mesoporous tin oxide-functionalized reduced graphene oxide (SnO2-rGO) is prepared through a simple hydrothermal method. A subsequent study reveals that SnO2-rGO film-modified electrode exhibits excellent sensitivity and reproducibility for the ultrasensitive detection of guaiacol in red wine samples.

 
    | Supplementary Material (365 KB)
 

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One-Pot Synthesis of Substituted Piperidinones and 3,4-Dihydropyrimidinones Using a Highly Active and Recyclable Supported Ionic Liquid Phase Organocatalyst 
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Pankaj Sharma , Manjulla Gupta , Monika Gupta and Rajive Gupta
pp. 230-238

This paper describes the synthesis of 1-ethyl-3-methylimidazolium ethyl sulfate [EMIM][EtSO4] and its application in supported form (SILPOC) for the synthesis of piperidinones and pyrimidinones.

 
    | Supplementary Material (3.2 MB)
 

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Synthesis of Sulfonyldiazomethanes and Acetyldiazomethanes via an Alumina-Mediated Decarboxylation Strategy 
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Yiyong Yan , Gaoyuan Ma , Wei Wei and Jing Zhao
pp. 239-242

Herein, we report a mild and simple method to synthesize sulfonyldiazomethanes and acetyldiazomethanes though neutral alumina-catalyzed decarboxylation of diazosulfonyl acetates.

 
    | Supplementary Material (200 KB)
 

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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.

    CH15787  Accepted 05 February 2016
    High Glass Transition Temperature Fluoropolymers for Hydrophobic Surface Coatings via RAFT Copolymerization
    Molly Rowe, Guo Hui Teo, James Horne , Omar Al-Khayat, Chiara Neto, Stuart Thickett
    Abstract


    CH15728  Accepted 04 February 2016
    Structural Diversity and Properties of Six ZnII/CdII Coordination Polymers Based on a O–Bridged Semi-rigid Bis-pyridyl-bis-amide and Different Dicarboxylates
    Xiuli Wang, Xiaomei Wu, Guocheng Liu, NaiLi Chen, Hongyan Lin, Xiang Wang
    Abstract


    CH15640  Accepted 04 February 2016
    Synthesis, structural characterization, DFT studies and spectroscopic properties of copper(I) complexes with extended C-H∙∙∙π interactions
    Ting-Hong Huang, Jia-Qin Liu, Hu Yang, Bin Zhao, Jianping Shang
    Abstract


    CH15630  Accepted 04 February 2016
    Effect of co-crystal formers on the supramolecular patterns and luminescent properties of co-crystals comprising Fenbufen and diverse N-heterocycles
    Fa-Yuan Ge, Lihua Huo, Shu-Nan Zhao, Zhaopeng Deng, Zhuyan Zhang, Shan Gao
    Abstract


    CH16030  Accepted 04 February 2016
    Co-condensation Assisted Preparation of Mo(VI) Schiff Base Modified Mesoporous Silica Catalyst for Enhanced Epoxidation of Olefins
    Jian Zhang, Pingping Jiang, Yirui Shen, Guohu Zhao, Weijie Zhang, Gang Bian
    Abstract


    CH15746  Accepted 31 January 2016
    Polyelectrolyte Assisted Immobilization of Oil-based Nanocapsules on Cotton Fabric
    Yuwanda Iamphaojeen, Avinash Manian, Tom Wright, Barnaby Caven, Thomas Bechtold, Punnama Siriphannon
    Abstract


    CH15652  Accepted 01 February 2016
    Efficient Synthesis of All-Aryl Phenazasilines for Optoelectronic Applications
    Shen Xu, Huanhuan Li, Yuting Tang, Runfeng Chen, Xiaoji Xie, Xin-Hui Zhou, Guichuan Xing, Wei Huang
    Abstract


    CH15763  Accepted 26 January 2016
    Iminoacyl alkyl complexes of zirconium supported by a ferrocene-linked diphosphinoamide ligand scaffold
    Nathan Halcovitich, Michael Fryzuk
    Abstract


    CH15675  Accepted 26 January 2016
    A Facile and Efficient Method for the Formation of Unsymmetrical Ureas Using DABAL-Me3
    Byung-Hoon Jeong, Hee-Kwon Kim, David Thompson
    Abstract


    CH15662  Accepted 24 January 2016
    Solvothermal Synthesis of Single Crystal Magnetite Hollow Sub-microspheres: A Novel Formation Mechanism and Magnetic Properties
    Gongqin Yan, Guanlin Zhao, Fei He
    Abstract


    CH15744  Accepted 24 January 2016
    Polyaniline-supported bacterial biofilms as active matrices for platinum nanoparticles: enhancement of electroreduction of carbon dioxide
    Ewelina Seta, Weronika Lotowska, Iwona Rutkowska, Anna Wadas, Adranna Raczkowska, Marta Nieckarz, Katarzyna Brzostek, Pawel Kulesza
    Abstract


    CH15738  Accepted 23 January 2016
    Diketopyrrolopyrrole-Based Low-bandgap Conjugated Polymers with Siloxane Side Chains for Electrochromic Applications
    Zugui Shi, Wei Teng Neo, Hui Zhou, Jianwei Xu
    Abstract


    CH15761  Accepted 19 January 2016
    Deprotonation of Large Calixarenes – Cation Binding and Conformations
    Jack Harrowfield, George Koutsantonis, Mark Ogden, Alexandre Sobolev, Allan White
    Abstract


    CH15495  Accepted 18 January 2016
    Zinc Oxide Nanoparticles Immobilized Mesoporous Hollow Silica Spheres for Photodegradation of Sodium Dodecylbenzenesulfonate
    Parisa Pourdayhimi, Pei Wen Koh, Mohamed Mohd Salleh, Hadi Nur, Siew Ling Lee
    Abstract


    CH15750  Accepted 18 January 2016
    Thienyl Difluoroboron β-Diketonates in Solution and Polylactide Media
    Milena Kolpaczynska, Christopher DeRosa, William Morris, Cassandra Fraser
    Abstract


    CH15721  Accepted 14 January 2016
    Enhancement of oxidation of formic acid in acid medium at zirconia-supported phosphotungstate-decorated noble metal (Pd, Pt) nanoparticles
    Iwona Rutkowska
    Abstract


    CH15769  Accepted 26 December 2015
    Rapid and facile synthesis of rodlike ordered mesoporous carbon material for dye adsorption from aqueous solution
    Aibing Chen, Yuetong Li, Yifeng Yu, Yunhong Yu, Yonglei Li
    Abstract


    CH15568  Accepted 24 December 2015
    Anisotropic 2s2p orbitals as simple descriptors of the chirality of carbon centers
    Kunming Xu
    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


19


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 10 April 2015
The Conversion of Levoglucosenone into Isolevoglucosenone

Xinghua Ma, Natasha Anderson, Lorenzo V. White, Song Bae, Warwick Raverty, Anthony C. Willis and Martin G. Banwell

2. Published 11 May 2015
An Efficient Microwave Method for the Synthesis of Imines

Emily C. Border, Victoria L. Blair and Philip C. Andrews

3. Published 8 September 2015
Enhanced Squaraine Rotaxane Endoperoxide Chemiluminescence in Acidic Alcohols

Evan M. Peck, Allen G. Oliver and Bradley D. Smith

4. Published 10 April 2015
Synthetic Amino Acids for Applications in Peptide Ligation–Desulfurization Chemistry

Lara R. Malins and Richard J. Payne

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

Sonja B. Kamptmann and Steven V. Ley

6. Published 8 September 2015
RhI-Catalyzed Stille-Type Coupling of Diazoesters with Aryl Trimethylstannanes

Zhen Liu, Ying Xia, Sheng Feng, Shuai Wang, Di Qiu, Yan Zhang and Jianbo Wang

7. Published 10 June 2015
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

8. Published 19 March 2015
A Metal-Free and Ionic Liquid-Catalyzed Aerobic Oxidative Bromination in Water

Jian Wang, Shu-Bin Chen, Shu-Guang Wang and Jing-Hua Li

9. Published 19 March 2015
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

10. Published 11 May 2015
Ligand Constraints and Synthesis of Metal–Organic Polyhedra

Harsh Vardhan and Francis Verpoort

11. Published 10 April 2015
Synthesis and Activity of Putative Small-Molecule Inhibitors of the F-Box Protein SKP2

Andrew E. Shouksmith, Laura E. Evans, Deborah A. Tweddle, Duncan C. Miller, Elaine Willmore, David R. Newell, Bernard T. Golding and Roger J. Griffin

12. Published 8 September 2015
3D-Printable Biodegradable Polyester Tissue Scaffolds for Cell Adhesion

Justin M. Sirrine, Allison M. Pekkanen, Ashley M. Nelson, Nicholas A. Chartrain, Christopher B. Williams and Timothy E. Long

13. Published 10 June 2015
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

14. Published 11 May 2015
Diaryliodonium Salts: Aryl Transfer Reagents for Alkyne Difunctionalization

Felix Hartrampf and Henry Toombs-Ruane

15. Published 8 July 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

16. Published 4 February 2015
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

17. Published 10 April 2015
Synthesis of Novel Triazole-Containing Phosphonate Polymers

Ciarán Dolan, Briar Naysmith, Simon F. R. Hinkley, Ian M. Sims, Margaret A. Brimble, David E. Williams and Jianyong Jin

18. Published 4 February 2015
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

19. Published 10 June 2015
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

20. Published 6 October 2015
New, Homochiral Synthons Obtained through Simple Manipulations of Enzymatically Derived 3-Halo-cis-1,2-dihydrocatechols

Lorenzo V. White, Ping Lan, Brett D. Schwartz, Anthony C. Willis and Martin G. Banwell


      
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