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

Australian Journal of Chemistry

Volume 72 Number 11 2019

RESEARCH FRONT: 8th Heron Conference

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The electronic spectra of isotopologues of protonated coronene in the gas phase were measured below 10 K in a cryogenic trap. Wavelength shifts to the (1) 1A′ ← X 1A′ transition upon 13C substitution are observed and additional features appear in the spectrum of monodeuterated coronene. The implications for potential detection in interstellar clouds are considered.

CH19252A Scalable, Combined-Batch, and Continuous-Flow Synthesis of a Bio-Inspired UV-B Absorber

Mark York, Karen E. Jarvis, Jamie A. Freemont, John H. Ryan, G. Paul Savage, Stephanie A. Logan and Larissa Bright
pp. 860-866
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A new, chromatography-free synthesis for the preparation of an experimental UV-B absorber is reported. A key step of the process is a one-pot partial reduction of a symmetrical imide with a sequential dehydration step. The synthesis uses several continuous-flow steps to increase sample throughput and was used to prepare approximately 0.5 kg of the material over several batches in >99 % purity.

CH19338Crystal Structure of Burgess Inner Salts and their Hydrolyzed Ammonium Sulfaminates

Anthony J. Arduengo III, Yosuke Uchiyama, David A. Dixon and Monica Vasiliu
pp. 867-873
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The Burgess reagent is reexamined to shed light on its structure and reactivity. Theoretical modelling of this useful reagent suggests certain parallels between N→B dative bonding in amine boranes and the dative N→S bond of the Burgess reagent. These bonding and reactivity features are evident in the solid state structure of the Burgess reagent.

CH19330Gold-Catalysed Oxidative Cycloisomerisation of 1,6-Diyne Acetates to 1-Naphthyl Ketones

Andrew Thomas Holm, Sanatan Nayak and Philip Wai Hong Chan
pp. 881-889
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A synthetic method to prepare 1-naphthyl ketones from gold(i)-catalysed oxidative cycloisomerisation of 1,6-diyne acetates is described. The proposed mechanism involves cyclopropenation–cycloreversion of the 1,6-diyne motif initiated by a [2,3]-sigmatropic rearrangement. This is followed by nucleophilic attack of the ensuing gold carbenoid species by a molecule of water and autoxidation to give the aromatic product.

CH19248Contemplating 1,2,4-Thiadiazole-Inspired Cyclic Peptide Mimics: A Computational Investigation

Sida Xie, Paul V. Bernhardt, Lawrence R. Gahan and Craig M. Williams
pp. 894-899
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1,2,4-Thiadiazole-lissoclinamide 9, a next generation mimic design, was evaluated in silico for metal binding aptitude towards CuII ions. DFT calculations suggest that TDA-lissoclinamide may be capable of forming a complex with one CuII ion, [Cu(9-H)(H2O)]+. These results underpin future synthetic and experimental metal binding studies.

CH19323Carbon Dioxide Activation by a Palladium Terminal Imido Complex

Stephen J. Goodner, Annette Grünwald, Frank W. Heinemann and Dominik Munz
pp. 900-903
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We report a palladium(ii) carbamate complex resulting from CO2 activation. The reaction proceeds very fast for a palladium(ii) terminal imido complex and slowly for the related palladium(ii) bisamido complex. Computational analysis suggests a nucleophilic addition mechanism instead of a 1,2-addition for the imido complex.

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A CaII-based MOF with microporous cages containing [(CH3)2NH2]I cations was synthesised. Its TbIII-loaded material exhibits the characteristic luminescence of TbIII ions and can be used as a highly selective and recyclable luminescence probe for detection of CrIII and FeIII ions.

CH19069Salen-Based Metal Complexes and the Physical Properties of their Porous Organic Polymers

Marcello B. Solomon, Peter D. Southon, Aditya Rawal, James M. Hook, Katrina A. Jolliffe and Deanna M. D'Alessandro
pp. 916-922
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A series of new porous organic polymers (POPs) based on the bis-bromo salen ligand containing Mn, Ni, Fe, and Pd metalloligand centres are examined for properties desirable in CO2 post-combustion capture applications.

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