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

Australian Journal of Chemistry

Volume 70 Number 5 2017

Dedication to Professor Len Lindoy

CHv70n5_FOCelebrating Professor Len Lindoy’s 80th Birthday

Jonathon E. Beves, Jack K. Clegg, F. Richard Keene and Yang Kim
pp. 447-449

The foreword to this special issue dedicated to Professor Len Lindoy provides a biographical introduction and an account of his distinguished career. It also summarises the articles in the issue, which have been contributed by Professor Lindoy’s many friends and collaborators in Australia and around the world.

CH16180Synthesis of a Novel Dibenzylamide Derivative of p-tert-Octylcalix[4]arene and its Extraction Properties Towards Noble Metal Ions

Jee Young Kim, Yoga Priastomo, Shintaro Morisada, Hidetaka Kawakita, Keisuke Ohto and Yang Kim
pp. 450-455
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A N,N-dibenzylacetoamide derivative of p-tert-octylcalix[4]arene has been synthesised and its solvent extraction of precious metals in nitric acid media was investigated for determining the effects of extractant concentration and its contact time as well as nitric acid concentration in comparison with a N,N-diethylacetoamide derivative.

CH16467Endocyclic and Endo–Exocyclic Silver(I) Complexes of Thiaoxaaza Macrocycles: Crystallographic and NMR Studies

Yunji Kang, Hyeong-Hwan Lee, Huiyeong Ju, Eunji Lee, Seulgi Kim, Joon-Hwa Lee, In-Hyeok Park and Shim Sung Lee
pp. 456-460
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Thiaoxaaza macrocycles incorporating NO2S2 (L1) and NO2S3 (L2) donors were employed and their silver(i) nitrate complexation in solid and solution states was investigated.

CH16438Interpenetrated Double Pillared-Layer CoII MOFs with pcu Topology

In-Hyeok Park, Yunji Kang, Eunji Lee, Anjana Chanthapally, Shim Sung Lee and Jagadese J. Vittal
pp. 461-467
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The influence of organic backbone on the bonding modes of the dicarboxylates, conformations of the of the long and flexible dipyridyl ligand, and pore size in isoreticular metal–organic frameworks formed by three double pillared-layer CoII metal–organic frameworks with a pcu topology is discussed.

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1-(4,2′:6′,4″-Terpyridin-4′-yl)ferrocene offers a fixed V-shaped N,N″-donor set, but this does not lead to a predictable assembly algorithm; polymer and metalloamacrocycle formations compete. Similar competitive behaviour is observed in coordination assemblies based on 1-(4,2′:6′,4″-terpyridin-4′-yl)ferrocene, with the greater conformational flexibility of the latter adding to the non-predictability of the assembly process.

CH16547Synthesis and Structures of Rare Earth 3-(4′-Methylbenzoyl)-propanoate Complexes – New Corrosion Inhibitors

Caspar N. de Bruin-Dickason, Glen. B. Deacon, Craig M. Forsyth, Schirin Hanf, Oliver B. Heilmann, Bruce R. W. Hinton, Peter C. Junk, Anthony E. Somers, Yu Qing Tan and David R. Turner
pp. 478-484
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A series of rare earth (RE) 3-(4′-methylbenzoyl)propanoate (mbp) complexes [RE(mbp)3(H2O)] (RE = Y, La, Ce, Nd, Ho, Er) have been prepared by either metathesis reactions between the corresponding rare earth chloride and Na(mbp) or protolysis of rare earth acetates by the free acid.

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Structures of [Co(NH3)6][Ln(dipic)3] hydrates have been analysed in terms of the weak interactions occurring between the achiral cation and the chiral anions.

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Cobalt(ii) complexes with terpyridine-type ligands, [Co(n-pyterpy)2](ClO4)2 (n = 3 (1), 4 (2)), show different molecular assemblies depending on the nitrogen position in the pyridine substituent. The cooperativity estimated from the magnetic behaviour reflects their assembly nature.

CH16492Evaluation of Methanol Induced Free Radicals in Mice Liver

Lifang Zhou, Hongli Zhao, Tieying Pan, Adrian Trinchi, Minbo Lan and Gang Wei
pp. 499-504
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In this work, oxidative stress (OS) models of methanol in mice were successfully established. The experimental results clearly demonstrated that methanol could stimulate the production of hydroxyl radicals in the liver of mice to induce OS. Rhubarb and vitamin C were found to have a protective effect on the liver of mice under acute OS.

CH16614Synthetic Models for Nickel–Iron Hydrogenase Featuring Redox-Active Ligands

David Schilter, Danielle L. Gray, Amy L. Fuller and Thomas B. Rauchfuss
pp. 505-515
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Nickel–iron hydrogenases produce and consume hydrogen using elaborate electron and proton transport machinery. Although synthetic modelling of nickel–iron hydrogenases has developed rapidly, it has largely ignored aspects of substrate transfer. Reported here are nickel–iron mimics bearing redox-active ferrocenyl ligands, these trinuclear systems representing advanced models of the native enyzmes.

CH16648Transition Metal Thiocyanate Complexes of Picolylcyanoacetamides

Yuniar P. Prananto, Aron Urbatsch, Boujemaa Moubaraki, Keith S. Murray, David R. Turner, Glen B. Deacon and Stuart R. Batten
pp. 516-528
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The transition metal complexes of picolylcyanoacetamides with thiocyanate are presented. Discrete tetrahedral, octahedral, and polymeric structures were isolated, and for cobalt(ii) complexes the magnetic susceptibility was measured.

CH16565Weak Intermolecular Forces, but High Melting Points

Jiabin Gao, Djamal Djaidi, Christopher E. Marjo, Mohan M. Bhadbhade, Alison T. Ung and Roger Bishop
pp. 538-545
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Racemic 4 melts above 350°C despite its low molar mass and absence of Pauling hydrogen bonding. X-Ray and Hirshfeld surface analyses reveal excellent complementarity between homochiral molecules of 4, and layers of opposite handedness are linked by the aza-1,3-peri hydrogen interaction. Weak intermolecular forces are discussed in context of the Lipinski ‘rule of 5’ solubility criteria.

CH16555In Situ Spectroelectrochemical Investigations of RuII Complexes with Bispyrazolyl Methane Triarylamine Ligands

Carol Hua, Brendan F. Abrahams, Floriana Tuna, David Collison and Deanna M. D'Alessandro
pp. 546-555
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Two new triarylamine-based ligands containing the bispyrazolylmethane moiety and their RuII terpyridine complexes exhibit interesting electrochemical and spectroscopic properties. In particular, formation of the triarylamine radical cation leads to an electrochemically induced dimerization process.

CH16663Engineering Isoreticular 2D Metal–Organic Frameworks with Inherent Structural Flexibility

Alexandre Burgun, Witold M. Bloch, Christian J. Doonan and Christopher J. Sumby
pp. 566-575
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The chemical mutability of metal–organic frameworks (MOFs) is an advantageous feature that allows fine-tuning of their physical and chemical properties. Herein, we report the successful isoreticulation of a MOF by modifying the steric bulk and length of the original ligand separately and in combination.

CH16678Syntheses and Structure Investigations of 3d Transition Metal Complexes with a Flexible N4O2-Donor Hexadentate Schiff-Base Ligand

Kyle J. Howard-Smith, Alexander R. Craze, Mohan Badbhade, Christopher E. Marjo, Timothy D. Murphy, Patrice Castignolles, Richard Wuhrer and Feng Li
pp. 581-587
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The syntheses and structure investigations of four new 3d transition metal complexes with a flexible N4O2-donor hexadentate Schiff-base ligand are described. The molecular structures of the FeIII, CoIII, and NiII mononuclear complexes demonstrate distorted octahedral coordination geometry. The CuII complex shows a trinuclear structure.

CH16673Co-Crystallisation of 1,4-Diiodotetrafluorobenzene with Three Different Symmetric Dipyridylacetylacetone Isomers Produces Four Halogen-Bonded Architectures

Joshua J. Brown, Aidan J. Brock, Michael C. Pfrunder, Julia P. Sarju, Abigail Z. Perry, Adrian C. Whitwood, Duncan W. Bruce, John C. McMurtrie and Jack K. Clegg
pp. 594-600
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The co-crystallisation of the linear halogen-bond donor 1,4-DITFB with three symmetric dipyridylacetylacetone isomers produces four different halogen-bonded networks.

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N,N′-Bis(3-alkoxy-2-hydroxybenzyl)cyclohexane-1.2-diamines (alkoxy = OCH3, OC2H5) form, with zinc acetate and lanthanide nitrate (Ln = Gd, Tb, Er, Yb) in methanol, the isostructural heterodinuclear complexes [Zn(L)(µ-CH3COO)Ln(NO3)2]. In these complexes, zinc(ii) is coordinated by an N2O3 donor set with trigonal bipyramidal geometry, whereas the lanthanides possess an O9 coordination environment in a capped square antiprismatic configuration.

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Two novel oxovanadium(iv) compounds were synthesised and characterised. Their crystal structures and anticancer activities were studied. Compound 2 was found to have strong anticancer activities towards A549 (human lung carcinoma cell line).

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The synthesis of DAHA-EDTA is a simple two-step high-yielding process. Its use for Cu-64 radiolabelling of the B72.3 whole antibody was investigated. The biodistribution in LS174t tumour-bearing mice showed high uptake in the tumour and rapid clearance from the blood within 24 h.

CH16586Structure and Magnetic Studies on a Series of Two-Dimensional Iron(II) Framework Materials with Varying Ligand Characteristics

Matthew A. D. Roxburgh, Samantha Zaiter, Xina I. B. Hudson, Benjamin R. Mullaney, John E. Clements, Boujemaa Moubaraki, Keith S. Murray, Suzanne M. Neville and Cameron J. Kepert
pp. 623-631
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A series of bis-pyridyl linkers are combined with the {Fe(NCS)2} motif to form a family of seven coordination polymer analogues with a stacked (4,4)-grid topology. The resulting FeII coordination environment is well established to give rise to spin crossover behaviour, yet these materials remain in the high-spin state to low temperature. This comparative study provides insight into the critical influence of framework structure on producing spin crossover.

CH16577Crystal Structure of a Heterometallic Luminophore: The RuII Complex of a Ferrocenyl-Terpyridine with a Flexible Linkage

Young Hoon Lee, Jong Won Shin, Yusuke Sekimoto, Shinya Hayami, Jack Harrowfield and Yang Kim
pp. 632-636
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Crystal structure determination on the mixed ligand complex [Ru(tpy)(L1)](ClO4)2 (tpy = 2,2′:6′,2″-terpyridine; L1 = 4′-(ferrocenylmethylaminomethylphenyl)terpyridine) shows the ferrocenyl group to be located as remotely as possible from the RuII centre. This may explain the fact that emission from the RuII centre is detectable even at room temperature in solution.

CH16552Supramolecular Assemblies of Cucurbit[10]uril Based on Outer Surface Interactions

Yu-Qing Yao, Qing Liu, Ying Huang, Qian-Jiang Zhu, Yun-Qian Zhang, Xin Xiao, Zhu Tao and Gang Wei
pp. 637-641
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Two Q[10]-based supramolecular assemblies were prepared via different approaches, and these Q[10]-based supramolecular assemblies possess porous features that suggest that Q[n]-based compounds could be used to manufacture molecular sieves and sensors and applied in absorption and separation technologies

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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.