Australian Journal of Chemistry Australian Journal of Chemistry Society
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Australian Journal of Chemistry

Australian Journal of Chemistry

Volume 65 Number 12 2012

RESEARCH FRONT: 12th Eurasia Conference on Chemical Sciences (EuAsC2S-12)

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Recent examples highlighted the use of iron salts in combination with chiral bipyridine-containing ligands for highly enantioselective reactions. Very high enantioselectivities were obtained for various organic transformations, such as oxidation, Mukaiyama aldol and epoxide-opening reactions. These examples represent new entries in the field of green chemistry and sustainable development.

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A photocatalytic hydrogen-evolution system using a highly efficient electron mediator, 9-phenyl-10-methylacridinium ion (Ph–Acr+–Me), has been reported for the first time. The hydrogen-evolution rate from the reaction system was more than 10 times faster than that from the reaction system using a conventional electron mediator of methyl viologen.

CH12303Simulation of Ir(III) in Aqueous Solution: The Most Inert Ion Hydrate

Philipp A. Pedevilla, Thomas S. Hofer, Bernhard R. Randolf and Bernd M. Rode
pp. 1582-1586
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Ir(iii) is the most inert aqua-ion known. The first shell water molecules have an estimated mean ligand residence time of ~300 years. This study shows the results of an ab initio quantum mechanical charge field (QMCF) molecular dynamics simulation at Hartree-Fock level, that classify the Ir-OH2 force constant as the strongest ion-OH2 bond known to date.

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CuII complexes of isomeric ligands that incorporate two separated α-diimine coordination domains have been synthesised and their X-ray crystal structures and variable temperature magnetic properties determined. One complex is an intermolecularly (triple) π-stacked dinuclear species while the second is a rare trinuclear circular helicate that encapsulates a chloride ion.

CH12321Direct One-Pot Cobalt(II) Phthalocyanine Catalyzed Synthesis of N-Substituted Isoindolinones

Vishal Kumar, Upendra Sharma, Bikram Singh and Neeraj Kumar
pp. 1594-1598
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A series of N-substituted isoindolinones has been synthesized by one-pot reductive amination-intramolecular amidation of 2-carboxybenzaldehyde using Ph2SiH2 as reducing agent in ethanol. High chemoselectivity with excellent yield was obtained in most of the studied substrates.

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Two new oxo-centred triruthenium clusters supported by electron-withdrawing dichloroacetate ligands have been synthesised and structurally determined by X-ray diffraction. The strong inductive effect of the carboxylate was observed for the pyridine exchange kinetic rate, yielding the most inert character among compounds of this class.

CH12424Solvent-Dependent Access to Two Different Ni4II Core Topologies from the First Use of Pyridine-2,6-dimethanol in Nickel(II) Cluster Chemistry

Konstantina I. Alexopoulou, Catherine P. Raptopoulou, Vassilis Psycharis, Aris Terzis, Vassilis Tangoulis, Theocharis C. Stamatatos and Spyros P. Perlepes
pp. 1608-1619
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The first use of pyridine-2,6-dimethanol in NiII cluster chemistry has afforded two new tetranuclear complexes through a simple change in the nature of the reaction solvent. Both complexes possess an S = 0 spin ground state, albeit with differences in the strength of the magnetic exchange interactions, as a result of their different metal topology (cubane vs. defective dicubane).

CH12448Structural and In Vitro Biological Studies of Organotin(IV) Precursors; Selective Inhibitory Activity Against Human Breast Cancer Cells, Positive to Estrogen Receptors

Vasilis I. Balas, Christina N. Banti, Nikolaos Kourkoumelis, Sotiris K. Hadjikakou, George D. Geromichalos, Despina Sahpazidou, Louise Male, Mike B. Hursthouse, Barbara Bednarz, Maciej Kubicki, Konstantinos Charalabopoulos and Nick Hadjiliadis
pp. 1625-1637
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The organotin compounds [Ph3SnCl] (1), [Ph3SnOH]n (2), and [(Ph2Sn)4Cl2O2(OH)2] (3) were evaluated for their binding properties towards lipoxygenase (LOX) and calf thymus-DNA and the results are compared with their in vitro cytotoxicity against a panel of cancer cell lines. Compounds 1 and 2 showed selective cytotoxic activity against carcinoma cells, especially against MCF-7 (human breast adenocarcinoma) cells.

CH12353Ion-Pair Recognition by Metal–Salophen and Metal–Salen Complexes

Francesco Yafteh Mihan, Silvia Bartocci, Michele Bruschini, Paolo De Bernardin, Gianpiero Forte, Ilaria Giannicchi and Antonella Dalla Cort
pp. 1638-1646
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This short review shows the high versatility of salen and salophen ligands and of the corresponding metal complexes to behave as ditopic receptors for ion pairs. The possibility to modulate their structure within wide limits provides new opportunities for their application in the field of membrane transport, salt solubilization, salt extraction, and sensing.

CH12366Progress in Microwave-Aided Chemical Synthesis

Hani Mutlak A. Hassan, Steve Harakeh, Kaltoom A. Sakkaf and Iuliana Denetiu
pp. 1647-1654
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In this short review, we present recent applications of microwave-aided chemical synthesis in organic, medicinal, and natural product synthetic endeavours.

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We report here a chiral metal-organic framework built from a semi-flexible linker of trimesoyltri(L-alanine), which features eight-connected linear trinuclear nodes and triangular prism-like one-dimensional channels. The dehydrated title compound shows remarkable adsorption selectivity on CO2 and water vapour over N2 gas.

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Diphenyl carbonate has been successfully synthesised from carbon dioxide, phenol, and carbon tetrachloride catalysed by ZnCl2 with the addition of co-catalyst. The catalytic activity of ZnCl2 is significantly improved by trifluoromethanesulfonic acid (CF3SO3H).

CH12325Synthesis, Structure, Physical Properties, and Displacement Current Measurement of an n-Type Organic Semiconductor: 2:3,5:6-Bis(1,1-dicyanoethylene-2,2-dithiolate)-quinone

Jinchong Xiao, Yasuo Azuma, Yi Liu, Gang Li, Fengxia Wei, Ke Jie Tan, Christian Kloc, Hua Zhang, Yutaka Majima and Qichun Zhang
pp. 1674-1678
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An n-type organic semiconductor 2:3,5:6-bis(1,1-dicyanoethylene-2,2-dithiolate)- quinone (BDQ) has been successfully synthesised and characterised. BDQ is a planar molecule with strong face-to-face π-π stacking (3.40 Å) and S···S interactions (3.66 Å) between neighbouring molecules. The displacement current measurement of BDQ-based devices is also demonstrated and discussed.

CH12358Probing for the Pharmacophore of the Cytotoxic Neoclerodane Salvileucalin B

Nora Heinrich, Martin G. Banwell, Anthony C. Willis, Ian A. Cade, Robert J. Capon and Xiao-Cong Huang
pp. 1679-1686
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A pentacyclic compound, 2, embodying key features of the core of the neoclerodane salvileucalin B (1) has been prepared, using a rhodium-catalysed intramolecular Büchner reaction as the key step, but found to lack the cytotoxic properties of the natural product.

CH12350Cu(OAc)2-Mediated Cross-Coupling Reaction of Benzophenone N,N,N-Trimethylhydrazonium Salts and Aryl Boronic Acids

Mitsuru Kitamura, Yu Tokuda, Norifumi Tashiro and Tatsuo Okauchi
pp. 1687-1690
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In this paper, Cu(OAc)2-mediated coupling of benzophenone N,N,N-trimethylhydrazonium salts and aryl boronic acids is described. The coupling products, N-aryl imines would be formed via N(sp2)–N(sp3) bond cleavage in the hydrazonium salts with a copper complex.

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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.