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 70 Number 4 2017

7th Heron Island Conference

CH16587Syntheses, Structural Studies, and Copper Iodide Complexes of Macrocycles Derived from Williamson Ether Syntheses Involving 2,9-Bis(4-hydroxyphenyl)-1,10-phenanthroline, α,ω-Dibromides, and Resorcinol or 2,7-Dihydroxynaphthalene

Zuzana Baranová, Hashem Amini, Madhav Neupane, Sydney C. Garrett, Andreas Ehnbom, Nattamai Bhuvanesh, Joseph H. Reibenspies and John A. Gladysz
pp. 373-386
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The title macrocycles were assembled by first combining the grey and maroon building blocks, followed by a condensation with 1. The CuI moieties were markedly removed from the 1,10-phenanthroline planes, as represented by the basketball above the basket rim, and voids in the crystals were analyzed in the context of rotaxane formation.

CH16602Hydroxyl Radicals via Collision-Induced Dissociation of Trimethylammonium Benzyl Alcohols

Peter W. Moore, Jordan P. Hooker, Athanasios Zavras, George N. Khairallah, Elizabeth H. Krenske, Paul V. Bernhardt, Gina Quach, Evan G. Moore, Richard A. J. O'Hair and Craig M. Williams
pp. 397-406
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Arguably the most famous of all small molecule reactive intermediates is the hydroxyl radical. Methods to generate hydroxyl radicals from organic precursors are rare, with only one known example for the solution phase. Mass spectrometry is a key identifying technique is this area, and reported herein are new HO and DO radical precursors based on the trimethylammonium benzyl alcohol motif.

CH16622Nitrosonium-Mediated Phenol–Arene Cross-Coupling Involving Direct C–H Activation

Anna Eisenhofer, Uta Wille and Burkhard König
pp. 407-412
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An environmentally benign and mild method for the in situ formation of NO+ from readily available nitrate salts by treatment with formic acid and MeOH is described. The synthetic applicability of the method was demonstrated for the oxidative phenol–arene C–C cross-coupling by direct C–H activation.

CH16604Singlet Photoreactivity of 3-Methyl-2-phenyl-2H-azirine

Geethika K. Weragoda, Anushree Das, Sujan K. Sarkar, H. Dushanee M. Sriyarathne, Xiaoming Zhang, Bruce S. Ault and Anna D. Gudmundsdottir
pp. 413-420
Graphical Abstract Image

Laser flash photolysis of 3-methyl-2-phenyl-2H-azirine (1) in acetonitrile (irradiation wavelength = 266 nm) and in cryogenic argon matrices (irradiation wavelength = 254 nm) results in the corresponding ylide.

CH17026Full Cleavage of C≡C Bond in Electron-Deficient Alkynes via Reaction with Ethylenediamine

Sergei F. Vasilevsky, Maria P. Davydova, Victor I. Mamatyuk, Nikolay Tsvetkov, Audrey Hughes, Denis S. Baranov and Igor V. Alabugin
pp. 421-429
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This work uses the electronic and spatial features of alkynes, enhanced by conjugated electron acceptors, to achieve complete triple-bond fragmentation. Sonogashira coupling, then ethylenediamine-mediated triple-bond scission allows selective halogen substitution in aryl halides by a methyl group or a 4,5-dihydroimidazol-2-yl moiety.

CH16580Brønsted Base-Mediated Aziridination of 2-Alkyl-Substituted-1,3-Dicarbonyl Compounds and 2-Acyl-Substituted-1,4-Dicarbonyl Compounds by Iminoiodanes

Ciputra Tejo, Davin Tirtorahardjo, David Philip Day, Dik-Lung Ma, Chung-Hang Leung and Philip Wai Hong Chan
pp. 430-435
Graphical Abstract Image

A Brønsted base-mediated method for the synthesis of α,α-diacylaziridines and α,α,β-triacylaziridines from reaction of 2-alkyl-substituted-1,3-dicarbonyl compounds and 2-acyl-substituted-1,4-dicarbonyl compounds with arylsulfonyliminoiodinanes (ArSO2N=IPh) under atmospheric conditions is described.

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An N-heterocyclic carbene catalysed Mukaiyama–Michael addition between several TMS enol ethers and chalcone derivatives has been discovered. Also the related dehydrative Mukaiyama aldol followed by a Mukaiyama–Michael addition process has been developed. The enantioselective variant of these reactions has been examined with homochiral catalysts, which are active but fail to achieve enantioinduction.

Graphical Abstract Image

A study on the acid-induced ring-expansion reaction of the first oxaphosphirane complex bearing C6F5 as an electron-withdrawing C-substituent using trifluoromethanesulfonic acid and electronically different aldehydes is described. The stereoselectively obtained 1,3,4-dioxaphospholane complexes 4ac were unambiguously characterized by elemental analysis, multinuclear NMR, mass spectrometry, and single crystal X-ray diffraction studies.

Online Early

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

Published online 18 April 2017

CH17056Tunable Electromagnetic Enhancement of Gold Nanoparticle Arrays

Hailiang Huang, Guobin Yi, Xihong Zu, Benbin Zhong, Wenjing Lin, Minghai Zhang and Hongsheng Luo
Graphical Abstract Image

The fluorescence and Raman intensity of poly(3-hexylthiophene) (P3HT)-coated gold nanoparticle arrays with different particle sizes and interparticle distances were enhanced in comparison with pristine P3HT due to electromagnetic field enhancement based on localised surface plasmon resonance (LSPR). The fluorescence and Raman signals of P3HT on gold nanoparticle arrays were gradually enhanced with increasing nanoparticle diameter/interparticle distance ratio.

Published online 13 April 2017

CH17038Enhancing the Magnetic–Luminescent Properties of Fe3O4@Y2O3:Eu3+ Core–Shell Bifunctional Particles Using Li+ Doping

Hong Zhang, Le Wang, Tuo Wu, Rubiao Chen, Dong Luo and Yanghui Li
Graphical Abstract Image

Bifunctional magnetic–luminescent Fe3O4@Y2O3:Eu3+, Li+ composite particles were prepared with Y2O3 co-doped with Eu3+ and Li+ ions as a shell to enhance their luminescence intensity and saturation magnetisation through a urea homogeneous precipitation method.

Published online 10 April 2017

CH16647Investigation into the Use of a Diaminodihydroxyaryl Derivative of Ethylenediaminetetraacetic Acid (DAHA-EDTA) for Cu-64 PET Imaging and Radioimmunotherapy

Martalena Ramli, Peter F. Schmidt, Nadine Di Bartolo and Suzanne V. Smith
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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.

Graphical Abstract Image

The photocatalytic reaction of prepared Bi2WO6/g-C3N4 composite materials followed a direct solid-state Z-scheme mechanism, which facilitated charge transfer and effectively reduces the recombination of photoinduced electrons and holes, resulting in an enhanced photodegradation efficiency under visible light irradiation.

Published online 05 April 2017

CH16694Synthesis of Self-Assembled Co3O4 Nanoparticles with Porous Sea Urchin-Like Morphology and their Catalytic and Electrochemical Applications

Saba Jamil, Muhammad Ramzan Saeed Ashraf Janjua and Shanza Rauf Khan
Graphical Abstract Image

Unique self-assembled nanoparticles with sea urchin-like pointed edges were synthesized by a solvothermal approach. The high value of the apparent rate constant, kapp, is due to the unique morphology of the Co3O4 nanoparticles.

Published online 03 April 2017

CH17064Influence of Adsorbent Nature on the Dynamic Headspace Study of Insect Semiochemicals

Sergio A. Rodriguez, María L. Paliza and Monica A. Nazareno
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Different adsorbents (Tenax TA, Porapak Q, and Hayesep Q, among others) were evaluated in a headspace dynamic system containing a mixture of insect semiochemicals. The results demonstrated that Porapak Q and Porapak Rxn RP were able to produce similar ratios of compounds to that of a standard solution with the highest recovery yields.

Published online 23 March 2017

CH16586Structure and Magnetic Studies on a Series of Two-Dimensional Iron(ɪɪ) 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
Graphical Abstract Image

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.

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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).

Published online 10 March 2017

CH16616A Combined Experimental and Theoretical Study on the Reaction Mechanism and Molecular Structure of 4-(Diphenylamino)-3-iodo-2(5H)-furanone

Xiumei Song, Fuling Xue, Zongcai Feng, Yun Wang, Zhaoyang Wang and Yanli Xi
Graphical Abstract Image

The simultaneous α-iodination and Nβ-arylation mechanism of 5-alkyoxy-4-phenylamino-2(5H)-furanone by (diacetoxyiodo)benzene was investigated by means of density functional theory (DFT), selecting 4-(diphenylamino)-5-methoxy-3-iodo-2(5H)-furanone as the calculation model.

Published online 10 March 2017

CH16667Rates of Water Exchange in 2,2′-Bipyridine and 1,10-Phenanthroline Complexes of CoII and MnII

Shravan S. Acharya, Bjorn Winther-Jensen, Leone Spiccia and C. André Ohlin
Graphical Abstract Image

The catalytically and geochemically relevant rates of water exchange of four new CoII and one new MnII 2,2′-bipyridine and 1,10-phenanthroline complexes have been determined using the temperature-dependent line broadening of the 17O NMR signal from the solvent water.

Published online 08 March 2017

CH165451-(+)-Dehydroabietylimidazolium Salts as Enantiomer Discriminators for NMR Spectroscopy

H. Q. Nimal Gunaratne, Tiina Laaksonen, Kenneth R. Seddon and Kristiina Wähälä
Graphical Abstract Image

The determination of enantiomeric purity is frequently required in synthetic chemistry. NMR can be used for this purpose if suitable chiral solvating agents are available. Nine new (+)-dehydroabietylimidazolium salts were synthesised and used as efficient chiral solvating agents for resolving several racemic aromatic and non-aromatic carboxylate salts.

Published online 03 March 2017

CH16383The History of Azulenyl Squaraines

Daniel E. Lynch and Darren G. Hamilton
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The first azulenyl squaraine dye was reported in 1966, but little activity in the scientific literature has given the impression that they remain unexplored. However, much has been recorded in the patent literature and it is the purpose of this review to bring this record to the attention of researchers.

Published online 27 February 2017

CH16704Novel Dual BODIPY-Carbazole Conjugates with Various Linkers

Qiao Zong, Hongbin Zhao, Weinan Zhou, Wentao Zhang, Junxu Liao and Nianfa Yang
Graphical Abstract Image

Four dual BODIPY-carbazole conjugates (BDPa–d) with various linkers were synthesized. The results suggest that the linkers have significant effect on the photophysical and electrochemical properties of the conjugates. The conjugates show intensive absorption, remarkable Stocks shifts, and suitable HOMO–LUMO energy levels, which are promising for photovoltaic applications.

Published online 20 February 2017

CH16716New Heterodinuclear Zn/Ln (Ln = Gd, Tb, Er, Yb) Complexes of Hexadentate N,N′-Bis(3-alkoxy-2-hydroxybenzyl)cyclohexane-1,2-diamines: Synthesis and Structure

Norman Kelly, Kathleen Schnaars, Kerstin Gloe, Thomas Doert, Jan J. Weigand and Karsten Gloe
Graphical Abstract Image

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.

Published online 20 February 2017

CH16496DNA Photocleavage and Binding Modes of Methylene Violet 3RAX and its Derivatives: Effect of Functional Groups

Ke Yang, Xiong Zhang, Fang Yang, Fengshou Wu, Xiulan Zhang and Kai Wang
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Methylene violet 3RAX 1 and its derivatives 2–5 were synthesised and characterised. The binding mode between the synthesised compounds and DNA and their DNA photocleavage ability were investigated. The results suggest that the binding mode between methylene violet 3RAX and DNA, its ability to generate singlet oxygen, and DNA photocleavage activity could be changed through modification of the amino group on methylene violet 3RAX.

Graphical Abstract Image

Cross-linked poly(acrylamide) microspheres, PAMBA, with mean diameters ranging from 169.7 to 525.2 nm were successfully prepared by dispersion polymerisation of acrylamide in an aqueous ammonium sulfate solution with N,N′-methylenebis(acrylamide) as the cross-linking agent and sodium dodecyl sulfate as the stabiliser. The mean diameter of the PAMBA microspheres can be controlled by adjusting the concentration of the stabiliser.

Published online 13 February 2017

CH16600Luminescent Functionalised Supramolecular Coordination Polymers Based on an Aromatic Carboxylic Acid Ligand for Sensing Hg2+ Ions

Xiaojun Sun, Ping Yang, Guangfeng Hou, Jinzhi Wei, Xueliang Wang, Doudou Yang, Xin Zhang, Hong Dong and Fengming Zhang
Graphical Abstract Image

Two luminescent functionalised supramolecular coordination polymers based on an aromatic carboxylic acid ligand exhibit efficient luminescence sensing for Hg2+ ions.

Published online 13 February 2017

CH16656A Novel, Interpenetrating Metal–Organic Framework: Synthesis, Structure, and Luminescence Detection of Nitrobenzene

Peng-Fei Shi, Li-Xian Wang and Zhao-Peng Yu
Graphical Abstract Image

A 3D heterometal–organic framework was synthesised. The compound is 2-fold interpenetrating. It displayed good thermal and solvents stability and exhibited high sensitive and qualitative luminescent detection of nitrobenzene. The present study is the first report on the use of an interpenetrating heterometallic metal–organic framework as a luminescent probe for nitrobenzene

Published online 13 February 2017

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
Graphical Abstract Image

The co-crystallisation of the linear halogen-bond donor 1,4-DITFB with three symmetric dipyridylacetylacetone isomers produces four different halogen-bonded networks.

Published online 10 February 2017

CH16528Platinum(iv) Chloride Complex Ions Adsorption on Activated Carbon Organosorb 10CO

Marek Wojnicki, Ewa Rudnik, Robert P. Socha and Krzysztof Fitzner
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The recovery of platinum from acidic solutions was examined and consists of two steps. For each reaction within a step, the rate constants were determined. The first two reactions in step 1 were diffusion controlled unlike the third reaction in step 2 step, which took place at the surface of activated carbon. The results were in excellent agreement to the assumed model.

Published online 09 February 2017

CH16692Shear Stress Induced Fabrication of Dandelion-Shaped Lanthanide Phosphate Nanoparticles

Nicholas J. D'Alonzo, Paul K. Eggers, Ela Eroglu and Colin L. Raston
Graphical Abstract Image

Lanthanide phosphate nanoparticles were produced under continuous flow in a vortex fluidic device in the presence of polyvinylpyrrolidone. Changes in the morphology of the dandelion-shaped nanoparticles were possible by varying the chain length of PVP, and the rotational speed and tilt angle of the tube in the vortex fluidic device.

Published online 09 February 2017

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
Graphical Abstract Image

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.

Graphical Abstract Image

The Ru2 double bond in (RuPz)2, composed of one σ bond and one π bond, is unravelled by DFT (B3LYP) and WFT (CASSCF and NEVPT2) calculations. The ground state shows a Ru–Ru distance of 2.38 Å, a stretching frequency of 202 cm-1, and a bonding energy of 30.7 kcal mol-1. This agrees with experimental results.

Published online 08 February 2017

CH16643Investigation of Selective Microwave Heating Phenomena in the Reactions of 2-Substituted Pyridines

Péter Bana and István Greiner
Graphical Abstract Image

Simultaneous temperature measurement by external and internal sensors revealed hidden inhomogeneities within the reaction mixtures of a debated microwave-assisted benzylation involving a 2-substituted pyridine reagent. Rate enhancement could be explained by macroscopic-scale localized heating in the boundary layers close to the vessel surface.

Published online 06 February 2017

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
Graphical Abstract Image

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.

Published online 01 February 2017

CH16639Salicylaldehyde Hydrazones: Buttressing of Outer-Sphere Hydrogen-Bonding and Copper Extraction Properties

Benjamin D. Roach, Tai Lin, Heiko Bauer, Ross S. Forgan, Simon Parsons, David M. Rogers, Fraser J. White and Peter A. Tasker
Graphical Abstract Image

Electron-withdrawing or hydrogen-bond accepting groups increase the strength of salicylaldehyde hydrazone Cu extractants by three orders of magnitude.

Published online 01 February 2017

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
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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.

Published online 27 January 2017

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

Alexandre Burgun, Witold M. Bloch, Christian J. Doonan and Christopher J. Sumby
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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.

Published online 11 January 2017

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

David Schilter, Danielle L. Gray, Amy L. Fuller and Thomas B. Rauchfuss
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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.

Published online 09 January 2017

CH16565Weak Intermolecular Forces, but High Melting Points

Jiabin Gao, Djamal Djaidi, Christopher E. Marjo, Mohan M. Bhadbhade, Alison T. Ung and Roger Bishop
Graphical Abstract Image

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.

Graphical Abstract Image

Homologous series of 4,5-disubstituted 2H-[1,2,3]-triazole derivatives were synthesized from chalcones and sodium azide via CuI-catalyzed oxidative cycloaddition reaction in order to characterize their liquid crystalline properties by polarizing optical microscopy and differential scanning calorimetry.

Published online 06 January 2017

CH16585Formate: A Possible Replacement for Formic Acid in Fuel Cells

Zhaoyi Yang, Yaner Wang, Ting Dong, Xiufang Yuan, Liulin Lv, Xubing Wei and Jun Wang
Graphical Abstract Image

Is formate an energy source? We achieve formate electrooxidation in a practical and convenient way. The precursor of the oxidation is free HCOO in fuel liquid rather than Pt-HCOOH. Formate is able to bypass the undesirable poisoning path to alternatively form carbon dioxide.

Graphical Abstract Image

Degradable polyanhydride-based nanoparticles are synthesized using thiol–ene ‘click’ polymerization followed by emulsification and solvent evaporation. These nanoparticles have tuneable degradation times, can be easily functionalized, and encapsulate payloads that can then be released upon degradation. Such degradable polymer nanoparticles have potential in many nano/bio-theranostic applications.

Published online 20 December 2016

CH16455Ilimaquinone and 5-epi-Ilimaquinone: Beyond a Simple Diastereomeric Ratio, Biosynthetic Considerations from NMR-Based Analysis

Asmaa Boufridi, David Lachkar, Dirk Erpenbeck, Mehdi A. Beniddir, Laurent Evanno, Sylvain Petek, Cécile Debitus and Erwan Poupon
Graphical Abstract Image

Ilimaquinone is a biologically active sesquiterpene isolated from Dactylospongia sponges. An intriguing diastereomeric ratio is observed based on an impressive collection of samples. Biosynthetic and ecological considerations stem from this study.

Published online 16 December 2016

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
Graphical Abstract Image

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

Published online 14 December 2016

CH16556Molecular Assemblies and Spin-Crossover Behaviour of Cobalt(ɪɪ) Complexes with Terpyridine Incorporating Different Nitrogen Positions in Pyridine Rings

Risa Nakahara, Manabu Nakaya, Jong Won Shin, Ryo Ohtani, Masaaki Nakamura and Shinya Hayami
Graphical Abstract Image

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.

Published online 14 December 2016

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
Graphical Abstract Image

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.

Published online 14 December 2016

CH16492Evaluation of Methanol Induced Free Radicals in Mice Liver

Lifang Zhou, Hongli Zhao, Tieying Pan, Adrian Trinchi, Minbo Lan and Gang Wei
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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.

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1,2-Diaryl-1,2-disodioethanes are easily prepared, versatile, and tunable diorganometals finding application in 1,2-reductive eliminations as well as in the degradation of several persistent organic pollutants as homogeneous synthetic equivalents of a highly reactive form of Na metal. Further applications as dinucleophiles and bases are also described.

Published online 30 November 2016

CH16584Structural Systematics for Lanthanide(III) Systems: Interactions of the Achiral Hexamminecobalt(III) Cation with Tris(dipicolinato)lanthanate(III) Anions

Jack M. Harrowfield, Irene Ling, Brian W. Skelton, Alexandre N. Sobolev and Allan H. White
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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.

Published online 29 November 2016

CH16554Effective Dissolution of Biomass in Ionic Liquids by Irradiation of Non-Thermal Atmospheric Pressure Plasma

Kosuke Kuroda, Kai Shimomura, Tatsuo Ishijima, Kenji Takada, Kazuaki Ninomiya and Kenji Takahashi
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Lignocellulose has gained much interest as a potential renewable energy resource. However, it is hardly soluble. In this study, a non-thermal plasma was applied to dissolution of lignocellulose to ionic liquids. Chemically active species, which were generated by the plasma, induced decomposition of the lignin network, and consequently dissolution of biomass into ionic liquids was accelerated.

Published online 25 November 2016

CH16537Dehydrogenative Coupling of Hydrosilanes and Alcohols by Alkali Metal Catalysts for Facile Synthesis of Silyl Ethers

Adimulam Harinath, Jayeeta Bhattacharjee, Srinivas Anga and Tarun K. Panda
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The RO–H/H–Si cross-dehydrogenative coupling (CDC) of alcohols and hydrosilanes with high yield (up to 99 %) and chemoselectivity for the production of silyl ethers using alkali metal salts [MN(SiMe3)2] (M = Li, Na, K) as pre-catalysts and under ambient conditions is presented.

Published online 16 November 2016

CH16562Aptamer-Based Fluorescent Switch for Sensitive Detection of Oxytetracycline

Mahsa Babaei, Seyed Hamid Jalalian, Hadi Bakhtiari, Mohammad Ramezani, Khalil Abnous and Seyed Mohammad Taghdisi
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In this paper, we introduce a novel aptasensor for fast detection of oxytetracycline (OTC), based on a triple helix molecular switch (THMS) complex formation. The limit of detection (LOD) of this sensor was 1.67 and 6.44 nM in phosphate buffer and milk samples, respectively. The sensor also showed a high selectivity towards OTC.

Published online 15 November 2016

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
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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.

Published online 14 November 2016

CH16224Open-Chain Crown-Ether-Derived Two-Photon Fluorescence Probe for Real-Time Dynamic Biopsy of Mercury Ions

Chibao Huang, Daohai Zhang, Junle Qu, Xiaonan Liu, Guanglian Zhao, Tingxiang Yuan and Yang Liu
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The probe developed in the present study can selectively detect Hg2+ ions in live cells and living tissues without interference from other metal ions and the membrane-bound probes, and its quenching constant is 8.73 × 105 M–1.

Published online 09 November 2016

CH16357Ring-Opening Dispersion Polymerization of ʟ-Lactide with Polylactide Stabilizer in Supercritical Carbon Dioxide

Jinjun Deng, Shiping Zhan, Jingchang Wang, Zhijun Liu and Zhiyi Li
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The particle diameter distributions of PLLA show that the stabilizer S131 with short lipophilic segment could improve the particle diameter distribution range, compared with the long lipophilic segment of stabilizer S121. With increasing concentration of the stabilizer S131, the particle size decreased and particle distribution became narrow.

Published online 04 November 2016

CH16460Improved Extraction Yield of Citral from Lemon Myrtle Using a Cellulose-Dissolving Ionic Liquid

Koki Munakata, Masahiro Yoshizawa-Fujita, Masahiro Rikukawa and Toyonobu Usuki
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The extraction yield of citral from lemon myrtle using cellulose-dissolving ionic liquids was up to 2.1 times higher than that obtained using ethanol. The ionic liquid could be recycled and reused nine times for the extraction of citral.

Published online 04 November 2016

CH16527Coordination Behaviour of 1-(4,2′:6′,4′′-terpyridin-4′-yl)ferrocene and 1-(3,2′:6′,3′′-terpyridin-4′-yl)ferrocene: Predictable and Unpredictable Assembly Algorithms

Y. Maximilian Klein, Alessandro Prescimone, Edwin C. Constable and Catherine E. Housecroft
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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.

Graphical Abstract Image

Hierarchical HZSM-5 were synthesised by controlled desilication in alkaline medium and used as catalyst for the selective oxidation of 2,3,6-trimethylphenol to 2,3,5-trimethyl-1,4-benzoquinone. The combined studies suggested that the nature of the solvent, intrinsic acidity, and shape selectivity of the hierarchical structure ensured high catalytic properties.

Published online 24 October 2016

CH16488Cope Rearrangement in Bicyclo[5.1.0]octa-2,5-diene and its Mono- and Di-Hetero Analogues: A DFT Study

Priya Yadav, Shilpa Yadav, Asha Gurjar and Raj K. Bansal
Graphical Abstract Image

Cope rearrangement of bicycle[5.1.0]octa-2,5-diene and its 8-hetero- (N,O,P) and 4,8-dihetero-analogues has been investigated in the gas phase at the B3LYP/6-31+G* level. The results reveal that relative stabilities of the three-membered ring undergoing opening and the three-membered ring being formed as a result of the Cope rearrangement determine the feasibility and rate of the rearrangement.

Published online 21 October 2016

CH16398A New Fluorometric Method for the Determination of Oxaliplatin Based on Cucurbit[7]uril Supramolecular Interaction

YinXia Chang, XueChao Duan, XiangMei Zhang, Fan Liu and LiMing Du
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The fluorescence intensity of CB[7]–PAL, CB[7]–BER, or CB[7]–COP system decreased with increasing amounts of oxaliplatin (l-OHP) added. The trend is attributed to the competition between l-OHP and PAL, BER, or COP molecules for occupancy of the CB[7] cavity.

Published online 19 October 2016

CH16288Preparation and Characterization of PA6-PEG/Li High Performance Static Dissipation Composites

Chongling Yang, Shouzai Tan, Gengen Chen and Litao Guan
Graphical Abstract Image

A series of novel PA6-PEG/Li composites were developed by melt blending the PA6-PEG copolymer (10 wt-% PEG) with three different kinds of colourless lithium salts (LiCl, C18H35LiO2, LiAc). The PA6-PEG/LiCl composite showed an excellent static dissipation performance of 2.71 × 108 Ω square–1.

Published online 14 October 2016

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
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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.

Graphical Abstract Image

Several indeno[1,2-c]pyridazines were efficiently synthesised using the one-pot, three-component reaction of substituted indanones, arylglyoxalmonohydrates, and hydrazine in the presence of 1,5-diazabicyclo[4,3,0]non-5-ene (DBN) in water at room temperature.

Published online 05 October 2016

CH16459Synthesis of a Tetraphenylethene-Substituted Tetrapyridinium Salt with Multifunctionality: Mechanochromism, Cancer Cell Imaging, and DNA Marking

Anushri Rananaware, Amanda N. Abraham, Duong Duc La, Vishal Mistry, Ravi Shukla and Sheshanath V. Bhosale
Graphical Abstract Image

A tetrapyridyl-substituted tetraphenylethylene (TPy-TPE) works as a good fluorescent visualiser for specific staining for cellular imaging and as a DNA marker.

Published online 08 September 2016

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
Graphical Abstract Image

Thiaoxaaza macrocycles incorporating NO2S2 (L1) and NO2S3 (L2) donors were employed and their silver(i) nitrate complexation in solid and solution states was investigated.

Published online 22 August 2016

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
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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.

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