ORCID Profile
0000-0002-0615-3791
Current Organisation
University of Tasmania
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Publisher: CSIRO Publishing
Date: 2012
DOI: 10.1071/CH12275
Abstract: Sixty years ago, the Australian chemist Francis P. Dwyer pioneered the use of ruthenium polypyridyl complexes as biologically active compounds. These chemically inert and configurationally stable complexes revealed an astonishing range of interesting biological activities, such as the inhibition of the enzyme acetylcholinesterase, anti-cancer activity in vivo, and bacteriostatic/bacteriocidal action. This review commemorates the sixtieth anniversary of Dwyer and co-workers’ landmark 1952 publication, summarises their broader achievements in biological inorganic chemistry, and discusses the contribution of this work to the development of modern biological and medicinal inorganic chemistry.
Publisher: Royal Society of Chemistry (RSC)
Date: 2006
DOI: 10.1039/B607136H
Abstract: Chloride and bromide ions direct the self-assembly of supramolecular square-planar halide complexes in which four trimethylphosphine-stabilised diphenylstibenium ions surround the central halide ion in discrete centrosymmetrical structures of C(4h) symmetry.
Publisher: American Chemical Society (ACS)
Date: 30-03-2017
DOI: 10.1021/ACS.ANALCHEM.7B00443
Abstract: 3D printed micrometer-scale polymer mounts for single crystal analysis have been prepared by photopolymerization using digital light projection stereolithography (DLP-SLA), with a commercially available digital light projection stereolithography printer (US$4000) and 3DM-ABS resin (US$150 per liter). The polymer mounts were prepared in batches of 49 in 1 h 15 min, which allowed for rapid prototyping and testing of new crystal mounting designs, with a resin cost of 0.2¢ US per mount. The suitability of the 3D printed mounts for single crystal crystallography has been demonstrated through their use in Cu Kα X-ray diffraction experiments of Rochelle salt (sodium potassium tartrate), the protein lysozyme, and has been employed for routine crystallographic analysis of organic and inorganic materials.
Publisher: American Chemical Society (ACS)
Date: 04-05-2018
Publisher: Royal Society of Chemistry (RSC)
Date: 2013
DOI: 10.1039/C2SC21614K
Publisher: Springer Berlin Heidelberg
Date: 2010
DOI: 10.1007/7081_2010_33
Publisher: Wiley
Date: 22-06-2010
Publisher: CSIRO Publishing
Date: 2009
DOI: 10.1071/CH09245
Abstract: The new cyanido-bridged mixed valent FeII/CoIII macrocyclic complexes [L2CoIII(μ-NC)FeII(CN)5]– and trans-[L2CoIII(μ-NC)FeII(CN)4(μ-CN)CoIIIL2]2+ have been prepared and characterized spectroscopically. The trinuclear complex trans-[L2Co(μ-NC)Fe(CN)4(μ-CN)CoL2](ClO4)2·11H2O has been characterized crystallographically. The di- and trinuclear complexes exhibit metal-to-metal charge transfer transitions characteristic of Class II mixed valent chromophores and their redox and spectroscopic properties have been analyzed by Hush theory. The thiophene group attached to the macrocycle L2 in these complexes may serve as a precursor to conducting polythiophene-based hybrid materials incorporating redox active transition metal ions.
Publisher: American Chemical Society (ACS)
Date: 05-2018
DOI: 10.1021/ACS.JNATPROD.7B01038
Abstract: Extensive phytochemical studies of the paleoendemic Tasmanian Proteaceae species Bellendena montana, Cenarrhenes nitida, and Persoonia gunnii were conducted employing pressurized hot water extraction. As part of these studies, six novel glycosides were isolated, including rare ex les of glycoside-containing natural products featuring tiglic acid esters. These polar molecules may represent potential phytochemical markers in ancient Proteaceae.
Publisher: Royal Society of Chemistry (RSC)
Date: 2023
DOI: 10.1039/D3SD00035D
Abstract: Functionalized porphyrin molecules were found to change color in the presence of perfluorocarboxylic acids (PFCAs). The porphyrin molecules allow for simple visual- and color space-based detection of PFCAs across a range of concentrations.
Publisher: American Chemical Society (ACS)
Date: 07-09-2011
DOI: 10.1021/CG200811A
Publisher: CSIRO Publishing
Date: 2016
DOI: 10.1071/CH15701
Abstract: Square-planar halide complexes in which four trimethylphosphine-stabilized diphenyl-stibenium or -bismuthenium ions surround a central halide ion in discrete centrosymmetrical structures of C4h symmetry have been isolated and their structures determined by X-ray crystallography. The structures are stabilized by electrostatic interactions between the halide ion and four positively charged trimethylphosphine-stabilized diphenyl-stibenium or -bismuthenium ions, as well as four edge-to-face phenyl–phenyl embraces above and below the plane containing the nine main group elements. The parent halide-free trimethylphosphine-stabilized diphenyl-arsenium, -stibenium, and -bismuthenium hexaflurophosphate complexes have also been prepared and structurally characterized.
Publisher: Royal Society of Chemistry (RSC)
Date: 2011
DOI: 10.1039/C0CC04683C
Abstract: A novel anion templation route has been developed to synthesise two new catenanes, which are observed to selectively complex chloride in protic solvent media.
Publisher: Wiley
Date: 28-10-2010
Abstract: A new, versatile chloride-anion-templating synthetic pathway is exploited for the preparation of a series of eight new [2]rotaxane host molecules, including the first sulfonamide interlocked system. (1)H NMR spectroscopic titration investigations demonstrate the rotaxanes' capability to selectively recognise the chloride anion in competitive aqueous solvent media. The interlocked host's halide binding affinity can be further enhanced and tuned through the attachment of electron-withdrawing substituents and by increasing its positive charge. A dicationic rotaxane selectively binds chloride in 35% water, wherein no evidence of oxoanion binding is observed. NMR spectroscopy, X-ray structural analysis and computational molecular dynamics simulations are used to account for rotaxane formation yields, anion binding strengths and selectivity trends.
Publisher: Royal Society of Chemistry (RSC)
Date: 2005
DOI: 10.1039/B505917H
Abstract: The 4-carboxyphenyl-appended macrocyclic ligand trans-6,13-dimethyl-6-((4-carboxybenzyl)amino)-1,4,8,11-tetraazacyclotetradecane-6-amine (HL10) has been synthesised and complexed with Co(III). The mononuclear complexes [Co(HL10)(CN)]2+ and [CoL10(OH)]+ have been prepared and the crystal structures of their perchlorate salts are presented, where the ligand is bound in a pentadentate mode in each case while the 4-carboxybenzyl-substituted pendent amine remains free from the metal. The cyano-bridged dinuclear complex [CoL10-mu-NC-Fe(CN)5]2- was also prepared and chemisorbed on titania-coated ITO conducting glass. The adsorbed complex is electrochemically active and cyclic voltammetry of the modified ITO working electrode in both water and MeCN solution was undertaken with simultaneous optical spectroscopy. This experiment demonstrates that reversible electrochemical oxidation of the Fe(II) centre is coupled with rapid changes in the optical absorbance of the film.
Publisher: Wiley
Date: 28-10-2015
Publisher: American Chemical Society (ACS)
Date: 25-06-2009
DOI: 10.1021/IC900797Y
Abstract: The addition of organolithium reagents to an equilibrating mixture of diastereomers of a phosphine-stabilized 1,2-ethanediylbis(phenylarsenium triflate) containing chiral arsenic stereocenters and an enantiomerically pure, atropisomeric tertiary phosphepine derived from lithiated (aR)-2,2'-dimethyl-1,1'-binaphthalene generates unequal mixtures of diastereomers and enantiomers of chelating 1,2-ethanediylbis(tertiary arsines), chiral at arsenic, with liberation of the (aR(P))-phosphepine. Thus, the addition of methyllithium in diethyl ether at -95 degrees C to a dichloromethane solution of the complex (R*(As),R*(As))-(+/-)/(R*(As),S*(As))-1,2-[(R(3)P)PhAsCH(2)CH(2)AsPh(PR(3))](OTf)(2), where R(3)P is (aR(P))-[2-(methoxymethyl)phenyl]phosphepine, generates (R*(As),R*(As))-(+/-)-1,2-ethanediylbis(methylphenylarsine) in 78% diastereoselectivity and 95% enantioselectivity in favor of the (R(As),R(As)) enantiomer. Under similar conditions, the addition of n-butyllithium in hexanes to a solution of the bis(phosphepine-stabilized)-diarsenium triflate at -95 degrees C gives the corresponding (R*(As),R*(As))-(+/-)-1,2-ethanediylbis[(n-butyl)phenylarsine) in 77% diastereoselectivity and 93% enantioselectivity in favor of the (R(As),R(As)) enantiomer.
Publisher: American Chemical Society (ACS)
Date: 06-2023
Publisher: American Chemical Society (ACS)
Date: 12-05-2022
DOI: 10.26434/CHEMRXIV-2022-QJKJN-V2
Abstract: Perfluorinated carboxylic acids (PFCAs) are widespread, potentially harmful, and difficult to detect pollutants. Here we investigate the use of three colorimetric porphyrin host molecules with chain lengths derived from different PFCA precursors as visual sensors for a range of different sized perfluorocarboxylates. We found that modifications to the length of the fluorinated chains led to subtleties in binding preferences and the resultant colorimetric (RGB) response. Host-guest interactions were investigated with UV-visible spectroscopy, and ImageJ software analysis was used to relate RGB information from digital photographs with binding and perceived colors. The CIE76 formula for color difference was used for the visual estimation of PFCA concentrations from generated color charts. Color responses were also parameterized to generate calibration curves from known concentrations of perfluorooctanoic acid so that total PFCA concentrations could be estimated with less than 20% error using a phone camera across a 10 ppb (parts per billion) – 16 ppm (parts per million) range.
Publisher: Springer Science and Business Media LLC
Date: 05-01-2023
Publisher: American Chemical Society (ACS)
Date: 20-07-2011
DOI: 10.1021/JA203069S
Abstract: The copper-catalyzed cycloaddition reaction between a propargyl-appended europium complex and azidomethylferrocene yields a d-f dyad whose photophysical properties can be reversibly switched by varying the oxidation state of the ferrocene chromophore.
Publisher: Wiley
Date: 22-06-2010
Publisher: Springer Science and Business Media LLC
Date: 31-03-2022
DOI: 10.1007/S10847-022-01137-2
Abstract: Schiff base imine condensations are a useful tool for macrocycle synthesis and applications within supramolecular chemistry. Here we address the mixtures of products that can arise from template free synthesis using dicarbonylheterocycles and diamines, and look to develop metal-free template methods for selective macrocycle formation. A range of alkyl α,ω-diamines were combined with phenanthroline and pyridine heterocyclic dicarbaldehydes under standard literature conditions. The reaction conditions were modified to demonstrate a relationship between choice of solvent and product equilibria. It was observed that benzene and toluene could shift a mixture of products and unreacted starting materials to form predominantly one imine product for a number of systems. Once the macrocyclic products had been characterized in selected solvents, iodinated halogen bonding guest molecules were added to direct macrocycle assemblies using non-covalent interactions. Studies to investigate host – guest suitability and halogen bond interactions were conducted, and it was found that tetraiodoethylene had an influence on the formation of a phenanthroline based macrocycle. Proof of concept experiments were performed to show the influence of the guest molecule, tetraiodoethylene, on the macrocyclic products formed under competitive dynamic combinatorial chemistry conditions.
Publisher: American Chemical Society (ACS)
Date: 27-01-2006
DOI: 10.1021/IC051478C
Abstract: Reactions of the bis(bidentate) Schiff-bases N,N'-bis(6-alkyl-2-pyridylmethylene)ethane-1,2-diamine (where alkyl = H, Me, iPr) (L) with tetrakis(acetonitrile)copper(I) hexafluorophosphate and silver(I) hexafluorophosphate afforded, respectively, the double-stranded, dinuclear metal helicates [T-4-(R,R)]-(+/-)-[M2L2](PF6)2 (M = Cu, Ag). The helicates were characterized by 1H and 13C NMR spectroscopy, conductivity, microanalysis, and single-crystal X-ray structure determinations on selected compounds. Intermolecular ligand exchange and intramolecular inversion rates for the complexes were investigated by 1H NMR spectroscopy. Reversible intermolecular ligand exchange between two differently substituted helicates followed first-order kinetics. The rate constants (k) and corresponding half-lives (t(1/2)) for ligand exchange for the dicopper(I) helicates were k = (1.6-1.8) x 10(-6) s(-1) (t(1/2) = 110-120 h) in acetone-d6, k = 4.9 x 10(-6) s(-1) (t(1/2) = 40 h) in dichloromethane-d2, and k > 2 x 10(-3) s(-1) (t(1/2) 2 x 10(-3) s(-1) (t(1/2) > 76 kJ mol(-1) was calculated for the process in acetone-d6, nitromethane-d3, and dichloromethane-d2 with DeltaG() = 75 kJ mol(-1) in acetonitrile-d3. Complete anion exchange of the hexafluorophosphate salt of a dicopper(I) helicate with the enantiomerically pure Delta-(-)-tris(catecholato)arsenate(V) ([As(cat)3]-) in the presence of Dabco gave the two diastereomers (R,R)-[Cu2L2][Delta-(-)-[As(cat)3]]2 and (S,S)-[Cu2L2][Delta-(-)-[As(cat)3]]2 in up to 54% diastereomeric excess, as determined by (1)H NMR spectroscopy. The diastereomerically and enantiomerically pure salt (R,R)-[Cu(2)L2][Delta-(-)-[As(cat)3]]2 crystallized from the solution in a typical second-order asymmetric transformation. The asymmetric transformation of the dicopper(I) helicate is the first synthesis of a diastereomerically and enantiomerically pure dicopper(I) helicate containing achiral ligands.
Publisher: Royal Society of Chemistry (RSC)
Date: 2008
DOI: 10.1039/B800965A
Abstract: The first tertiary arsine-stabilised arsenium salts, [(L)AsMePh]OTf (L = Ph3As, Me2PhAs, [2-(MeOCH2)C6H4]Ph2As, [2-(MeOCH2)C6H4]Me2As), have been prepared by chloride abstraction from chloromethylphenylarsine with trimethylsilyl triflate in the presence of the arsine. The complexes have been characterised by crystallography and 1H NMR spectroscopy. The chiral cations in the complexes have structures based on the trigonal pyramid in which the arsine is coordinated orthogonally to the prochiral, six-electron MePhAs+ ion that forms the base of the pyramid. The NMR data for the complexes in dichloromethane-d2 are consistent with rapid exchange of the arsine on the arsenium ion, even at 183 K. The corresponding phosphine-stabilised complexes are considerably more stable than their arsine counterparts in dichloromethane-d2 with the free energy of activation DeltaG = ca. 60 kJ mol(-1) being calculated for phosphine exchange in [(Me2PhP)AsMePh]OTf at 281 K for [(Me2[2-(MeOCH2)C6H4]P)AsMePh]OTf in the same solvent, DeltaG = ca. 70 kJ mol(-1) at 323 K.
Publisher: Elsevier BV
Date: 06-2003
Publisher: Elsevier BV
Date: 03-2003
Publisher: American Chemical Society (ACS)
Date: 05-08-2010
DOI: 10.1021/JA105263Q
Abstract: We report the first use of solution-phase halogen bonding to control and facilitate the assembly of an interlocked structure through the bromide anion-templated formation of a rotaxane based upon an iodotriazolium axle. The incorporation of a halogen atom into the rotaxane host cavity dramatically improves the anion-recognition capabilities of the interlocked receptor, giving unusual iodide selectivity in a competitive aqueous medium.
Publisher: American Chemical Society (ACS)
Date: 29-09-2006
DOI: 10.1021/IC0680009
Publisher: Elsevier BV
Date: 08-2008
Publisher: CSIRO Publishing
Date: 2023
DOI: 10.1071/CH23061
Publisher: Royal Society of Chemistry (RSC)
Date: 2012
DOI: 10.1039/C2SC00909A
Publisher: Wiley
Date: 27-09-2023
Publisher: American Chemical Society (ACS)
Date: 11-2007
DOI: 10.1021/OM700512H
Publisher: International Union of Crystallography (IUCr)
Date: 30-04-2005
Publisher: Wiley
Date: 23-03-2023
Abstract: Natural products isolation studies were performed on Dodonaea viscosa plant in iduals s led across seven different populations, which revealed considerable intraspecific variation in the terpene profiles across D. viscosa . In total, 14 ent‐ labdane diterpenoids (seven of which are previously unreported), four ent‐ kauranes (one which is previously unreported), one rare norhopene, and two previously unreported monoterpenoid wax esters were isolated. Exceedingly few terpene wax esters have been reported in Nature and the isolation of these unusual secondary metabolites is particularly notable for this reason. In each case, the proposed structures were elucidated employing various standard one‐ and two‐dimensional NMR ( 1 H, 13 C, NOESY, COSY, HSQC, HMBC) spectroscopic techniques and complemented by IR spectroscopy, mass spectrometry, and polarimetry, where appropriate. Synthetic derivatization and X‐ray crystallographic analysis were also employed to further support or secure structural assignments.
Publisher: Wiley
Date: 07-2023
Abstract: Natural products isolation studies were performed on two Dodonaea species. This led to the discovery of one previously unreported prenylated flavonoid bearing a malonic acid moiety and six known compounds from the aerial parts of Dodonaea filiformis . In addition, three previously unreported natural products (another malonic‐acid‐containing prenylated flavonoid, a prenylated flavonoid and an ent ‐labdane diterpenoid) and seven known compounds were found from the flowers of D. viscosa . Furthermore, as a result of this work, a revised structure is proposed for a prenylated flavonoid previously isolated from D. viscosa .
Publisher: American Chemical Society (ACS)
Date: 05-05-2022
DOI: 10.26434/CHEMRXIV-2022-QJKJN
Abstract: Perfluorinated carboxylic acids (PFCAs) are widespread, potentially harmful, and difficult to detect pollutants. Here we investigate the use of three colorimetric porphyrin host molecules with chain lengths derived from different PFCA precursors as visual sensors for a range of different sized perfluorocarboxylates. We found that modifications to the length of the fluorinated chains led to subtleties in binding preferences and the resultant colorimetric (RGB) response. Host-guest interactions were investigated with UV-visible spectroscopy, and ImageJ software analysis was used to relate RGB information from digital photographs with binding and perceived colors. The CIE76 formula for color difference was used for the visual estimation of PFCA concentrations from generated color charts. Color responses were also parameterized to generate calibration curves from known concentrations of perfluorooctanoic acid so that total PFCA concentrations could be estimated with less than 20% error using a phone camera across a 10 ppb (parts per billion) – 16 ppm (parts per million) range.
Publisher: Royal Society of Chemistry (RSC)
Date: 2021
DOI: 10.1039/D1CC04903H
Abstract: A color changing sensor for the pollutant perfluorooctanoic acid was developed. The pollutant was visually detected from soil at concentrations as low as 3 ppm.
Publisher: Royal Society of Chemistry (RSC)
Date: 2023
DOI: 10.1039/D2CE01643E
Abstract: Crystal structures of mono- and di-2-bromoimidazolium salts of bromide, hexafluorophosphate, or double salts of the two, have indicated a tendency for disorder in the absence of the bromide anion as a halogen bond acceptor.
Publisher: Elsevier BV
Date: 2007
Publisher: American Chemical Society (ACS)
Date: 21-11-2011
DOI: 10.1021/OM200853D
Publisher: American Chemical Society (ACS)
Date: 18-12-2020
Abstract: This study assesses whether the distinct altitudinal cline in leaf morphology (decreased leaf width and length with increased altitude) in Tasmanian mountain pepper (
Location: United Kingdom of Great Britain and Northern Ireland
Start Date: 2015
End Date: 2017
Funder: Australian Research Council
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