Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science

Australian Journal of Chemistry

Australian Journal of Chemistry

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. Read more about the journalMore

Editors-in-Chief: George Koutsantonis and John Wade

Current Issue

Australian Journal of Chemistry

Volume 71 Number 1 2018

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The co-operative stabilizations associated with the bending of the σC–C toward C–F bonds and total hyperconjugative generalized anomeric effect in the cis-configuration of 1,2-difluoroethene overcome the destabilizations associated with the exchange component and dipole–dipole interactions, leading to the preference of the cis-configuration in the compound.

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The present paper reports a new hybrid cyclohexaphosphate which was characterized by different techniques (NMR, IR, UV-vis) and evaluated (electrical and biological). This reported compound exhibits an acidic character which is rarely observed with this type of condensed phosphate. In addition, this material is distinguished from others by its higher thermal stability and more pronounced antioxidant activity.

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A series of carbon-based solid acid catalysts derived from biomass was prepared and used for the conversion of fructose to 5-HMF, which is a very important platform chemical due to its unique chemical structure. The results suggest that sulfonated carbon materials exhibit remarkable catalytic capability for fructose dehydration to 5-HMF.

CH17202Investigation of Hybrid Materials Based on Polyurethane Modified with Aliphatic Side Chains Combined with Nano-TiO2

Jie Zhang, Nanjie Zhang, Quan Liu, Haojun Ren, Pengfei Li and Kang Yang
pp. 47-57
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Polyurethanes (PUs) were synthesised using methylene diphenyl diisocyanate (MDI), polytetrahydrofuran ether diol (PTMG), and chain extenders containing different amounts of aliphatic side chains. Hybrid materials were then prepared by reacting the PUs with nano-TiO2. The effects of different molecular structures of the chain extenders on the surface properties of PU coatings and the hybrid materials were investigated.

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N,N-Dialkyl-N′-chlorosulfonyl chloroformamidines 1 reacted regioselectively with benzimidazoles bearing an activated methylene group at C2 to afford derivatives of the new benzo[4,5]imidazo[1,2-b][1,2,6]thiadiazine ring system. Substitution reactions of the new system occurred selectively at N5 (not at N2).

CH17214An Injectable Oxidized Carboxymethyl Cellulose/Polyacryloyl Hydrazide Hydrogel via Schiff Base Reaction

Xueying Sheng, Xian Li, Mengting Li, Renyi Zhang, Shuang Deng, Wangkai Yang, Guanjun Chang and Xu Ye
pp. 74-79
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A series of injectable oxi-CMC/PAH hydrogels was prepared via a Schiff base reaction under physiological conditions. The oxi-CMC6/PAH3 hydrogel exhibited good comprehensive properties and in vitro sustained release of BSA, showing that it could be potentially applied in the fields of drug delivery vehicles, tissue engineering, and cell encapsulation materials.

Online Early

The peer-reviewed and edited version of record published online before inclusion in an issue

Published online 05 January 2018

CH17470Rapid Determination of H2S Poisoning in a Forensic Study Using a Novel Fluorescence Assay Based on Zn/Cu@BSA Nanoclusters

Lagabaiyila Zha, Weicheng Duan, Di Wen, Yadong Guo, Jie Yan, Yunfeng Chang, Jifeng Cai and Yanjun Ding
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Zn/Cu@BSA nanoclusters with strong florescence were synthesised using zinc nitrate, copper nitrate, and bovine serum albumin (BSA) as a stabilising agent, and were used for the detection of H2S poisoning based on fluorescence quenching due to the formation of a metal–sulfide precipitate.

Published online 19 December 2017

CH17411Kinetic and Computational Studies of Rhenium Catalysis for Oxygen Atom Transfer Reactions

Abdellatif Ibdah, Heba Bani Bakar and Salwa Alduwikat
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An experimental and computational study explains the reactivity difference between the oxorhenium(v) dimer {MeReO(edt)}2 (where edt = 1,2-ethanedithiolate) and the oxorhenium(v) dimer {MeReO(pdt)}2 (pdt = 1,3-propanedithiolate). The {MeReO(edt)}2 monomerization reaction is more thermodynamically favoured than that of the {MeReO(pdt)}2 due to higher angle strain on the {MeReO(edt)}2 bridging sulfur.

Published online 08 December 2017

CH17420Superoxide Anion Biosensor Based on Bionic-Enzyme Hyperbranched Polyester Particles

Yanlian Niu, Sisheng Hu, Qian Zhou, Yang Liu, Yuhong Liu, Jing Zhao, Mimi Wan, Wenbo Zhao and Jian Shen
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Conventionally synthesised Mn-superoxide dismutase mimics have a multilayer sheet structure with uncontrolled shape, which wastes resources and has a low catalytic efficiency. Here, a bionic-enzyme hyperbranched polyester (HBPE-AMPA-Mn2+) has been synthesised by a self-assembly technique. Results indicate that an electrochemical biosensor based on HBPE-AMPA-Mn2+ particles has excellent electrochemical performance.

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DMT ((–)-(2R,3R)-2,3-dimethoxy-1,1,4,4-tetraphenylbutane-1,4-diol) is an efficient host compound for guests aniline, N-methylaniline, and N,N-dimethylaniline. This host displays high selectivity for N,N-dimethylaniline when recrystallized from various mixtures comprising these three guests. DMT may therefore have future application in the separation of these anilines.

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Ingenol-3-angelate is a potent anticancer compound. This work uses double-hybrid density functional theory to investigate the reaction mechanisms (uncatalysed and water-catalysed) for acyl rearrangements in this compound. These rearrangements may affect the potency of the drug and its shelf-life. We find that a water catalyst leads to a significant reduction in the reaction barrier heights for the acyl migrations.

Published online 22 November 2017

CH17406Phosphate and Phosphonate-Based Ionic Liquids as New Additives in Foeniculum vulgare Essential Oil Extraction

Luisa Pistelli, Rose Vanessa Bandeira Reidel, Piero Margari and Cinzia Chiappe
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Four ionic liquids (ILs) were added separately in the essential oil extraction of Foeniculum vulgare fruits. The use of each aqueous solution of IL afforded an increase in the essential oil yield. There is possibility of reuse of the IL solutions and no variation in the fennel essential oil composition was evidenced.

Published online 22 November 2017

CH17492Fluorogens: Generating Receptor-Specific Turn-On Fluorescence

Joshua W. Conner
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Fluorogens are new generation small molecule organic dyes that offer an alternative, rapid, and non-covalent labelling strategy. These otherwise dark molecules bind to genetically encoded recognition domains, termed fluorogen activating proteins (FAPs), causing a protein-mediated constraint of rotation of a single bond within the fluorogens, and leading to increased fluorescence as high as 20000-fold.

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Self-assembled nanoparticles, or nanoassemblies, of paramagnetic amphiphilic chelates have high potential as magnetic resonance imaging (MRI) contrast agents. However, due to the inherently large paramagnetic chelate as the head group (CPP <1), it is challenging to design paramagnetic amphiphiles to confer nanoassemblies with highly ordered interior nanostructures. Recent studies reporting stable, highly ordered nanoassemblies of paramagnetic amphiphilic chelates are presented here.

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Quantum-chemical calculations were performed on the so far elusive compounds inda- and thallabenzene. The ground states of both compounds were found to be triplets with the lowest closed-shell singlets up to 3 kcal mol−1 higher in energy. The η5 isomers were found to be energetically up to 102 kcal mol−1 below the six-membered rings.

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Introduction of the 1,3,5-benzenetricarboxylate into the zinc-triazolate system gave the 3D porous structure of 1 based on pentanuclear [Zn53-OH)2] clusters and exhibited selective gas adsorption. While a variation of BTC3−, the 5-sulfoisophthalate was introduced into the zinc-triazolate system yielding a non-porous structure of 2 constructed from pentanuclear [Zn5(trz)8] clusters, demonstrating that the secondary ligands play an important role in the formation of the final structures.

Published online 27 October 2017

CH17341Regioselective Synthesis of 2,5-Disubstituted Pyrroles via Stepwise Iododesilylation and Coupling Reactions

Qixin Yu, Xiaoyu Li, Xinyue Wang and Jianhui Liu
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The regioselective preparation of 2,5-disubstituted pyrroles, useful structural scaffolds, is important. To this end, a protocol based on a stepwise iododesilylation and a subsequent coupling reaction, involving a 6-step pathway starting from the simplest pyrrole, has been realised. This methodology can be widely used in the synthesis of drugs, molecular wires, and high-molecular-weight polymers.

Published online 18 October 2017

CH17354Ultrafast NH3 Sensing Properties of WO3@CoWO4 Heterojunction Nanofibres at Room Temperature

Yiming Zhao, Muhammad Ikram, Jianzhou Wang, Zhi Liu, Lijuan Du, Jiao Zhou, Kan Kan, Weijun Zhang, Li Li and Keying Shi
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A Co-W nanofibre sensor was found to exhibit excellent gas-sensing properties at room temperature, such as a response of 1.17 and 3 s to 1000 ppm NH3, and the response time always remained within 5 s for a NH3 concentration range of 1000–10 ppm, due to the single crystal CoWO4–CoWO4 homojunctions and unique massage ball-like WO3–CoWO4 heterojunctions.

Published online 16 October 2017

CH17359First Year Introductory Chemistry at the University of Western Australia: Reflections and Perceptions

Tristan D. Clemons, Robert B. Bucat and Dino Spagnoli
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This study investigated the motivations and attitudes of two student cohorts enrolled in an introductory chemistry unit, which Emeritus Professor Graham Chandler helped to create. An interview with Graham describes the origins of this unit. Therefore, this study has particular interest in this special issue celebrating Graham’s career in chemistry.

Published online 11 October 2017

CH17334A Novel Strategy to Introduce 18F, a Positron Emitting Radionuclide, into a Gallium Nitrate Complex: Synthesis, NMR, X-Ray Crystal Structure, and Preliminary Studies on Radiolabelling with 18F

Taracad K. Venkatachalam, Paul V. Bernhardt, Damion H. R. Stimson, Gregory K. Pierens, Rajiv Bhalla and David C. Reutens
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Substituted diphenyl dithiosemicarbazone gallium nitrate and fluoride complexes have been synthesised and the structures confirmed by NMR and X-ray crystallography. Radiolabelling of the nitrate complexes has been performed with fluorine-18, resulting in the formation of Ga-18F complexes.

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