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

Australian Journal of Chemistry

Volume 65 Number 4 2012

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We exhibit the first example of constructing high ordered macroporous silica adsorbent by using a low-cost silica source. This silica-based macroporous material can be useful as a powerful separation tool to deal with environmental pollution because it is easy to separate simply by centrifugation without any modification. Interestingly, the absorption and separation for neutral red show that it can increase absorbent amount of dye and decrease the rate of dye desorbed in comparison to conventional hollow silica obtained via the Stöber method.

CH11424 Synthesis and Structures of Halo-Substituted Aroylhydrazones with Antimicrobial Activity

Mei Zhang, Dong-Mei Xian, Hai-Hua Li, Ji-Cai Zhang and Zhong-Lu You
pp. 343-350
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Seven new aroylhydrazones are prepared, characterized, and evaluated for their antimicrobial activities. N′-(2-Chloro-5-nitrobenzylidene)-2-fluorobenzohydrazide showed the greatest activity. The presence of electron-withdrawing groups in the aroylhydrazones can improve their activities.

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A series of novel reactive cationic copolymers (P(DHAC-DMDAAC)s) of N,N-diallyl-3-hydroxy-azetidinium chloride (DHAC) and dimethyldiallylammonium chloride (DMDAAC) with controlled structures and controlled molecular weights were first synthesized, then the dye-fixing performance and dye-fixing mechanisms on cotton fabric of the obtained P(DHAC-DMDAAC)s were further studied.

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A new ferrocene-based ligand 3-chloro-6-pyridazinylferrocene 1 and its N-heterocyclic carbene adducts 23 were synthesized and characterized. Complex 3 exhibited high catalytic activity for α-arylation of ketones with aryl chlorides.

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Extraordinarily long ‘amidine’ and ‘amide’ C–N bonds (up to 1.5 Å) and acute NCX angles in the title compounds are interpreted in terms of the Structure-Correlation Principle of Buergi and Dunitz. The structural features are in accord with the observed thermal ring opening to ketenimines and ketenes, respectively.

CH12041 Polymorphism in 3-Pyridylsydnone: Preparative and Structural Aspects

Paul V. Bernhardt, David Kvaskoff, Rakesh Naduvile Veedu and Curt Wentrup
pp. 376-380
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The formation and interconversion of two polymorphs of 3-(3′-pyridyl)sydnone are elucidated. A metastable P2/c form is obtained by recrystallization, and a thermodynamically more stable, P21/c polymorph, by sublimation or heating in the solid state.

CH11462 Synthesis of Cyclic Carbonate From Carbon Dioxide and Epoxide Using Amino Acid Ionic Liquid Under 1 atm Pressure

Qing Gong, Huadong Luo, Jin Cao, Yuhan Shang, Haibo Zhang, Wenjing Wang and Xiaohai Zhou
pp. 381-386
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The cycloaddition of carbon dioxide into epoxide was realized by using an amino acid ionic liquid. With triethylamine as co-catalyst, the catalytic activity of a l-proline based ionic liquid was greatly enhanced, and up to 97 % isolated yield of cyclic carbonate was achieved. This method affords an alternative access to cyclic carbonate under 1 atm carbon dioxide pressure without metal or solvent.

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In this study, a simple and direct biodetector of avidin was proposed, using biotin immobilized onto a conducting polymer-coated electrode based on poly(chloro amino-β-styryl terthiophene). The biotin-avidin interaction was monitored by cyclic voltammetry for the detection of avidin at 4 × 10–6 mol L–1.

CH12018 The Bioreductive Alkylation of DNA by Kalafungin: A Theoretical Investigation

Paul A. Hume, Margaret A. Brimble and Jóhannes Reynisson
pp. 402-408
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The thermochemical cascades for the bioreductive alkylation of DNA by kalafungin were calculated. According to them both one- and two-electron reduction is possible in vivo. Furthermore, a clear pathway was found for both mono- and bis-alkylations of guanine. The results presented here support the idea that this compound readily forms covalent bonds with DNA resulting in pro-mutagenic lesions.

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Low melting mixture of L-(+)-tartaric acid and N,N-dimethylurea has been used for the synthesis of quinoline derivatives via the Friedländer reaction of 2-aminoaryl ketones and α-methylene ketones. The melt acts as both the reaction medium and catalyst, furnishing quinolines in high to excellent yields.

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Product studies showed that the reaction of the night-time atmospheric free-radical oxidant NO3 with uridine 1 and thymidine 2 is very complex and is influenced by the presence of other free radical species, specifically NO2. Depending on the conditions, the reaction can either lead to cleavage of the glycosidic bond, addition to the C=C double bond, or substitution of R at the nucleobase.

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Professor Kenneth Seddon OBE, one of AJC’s longest-standing Editors, sadly passed away on 21 January from prostate cancer. Ken was one of the world's best ionic liquids experts. His consistent unwavering support, loyalty and advocacy for AJC over the last 10 years will be sorely missed.