Australian Journal of Chemistry
Volume 66 Number 11 2013
Due to its structural flexibility, small particle size, and chemical composition, clay nanostructure materials are continuously expanding into pharmaceutics including for drug delivery and tissue engineering. The structure of clay allows the intercalation of different biomolecules between the clay layers and then controls their release. While in tissue regeneration clay has proved to be effective to stimulate cell differentiation.
CH13282N,N-Dialkyl-N′-Chlorosulfonyl Chloroformamidines in Heterocyclic Synthesis. Part X. The First Pyrazolo[1,5-b][1,2,4,6]thiatriazine Derivatives and their Unusual Reactions with Acylating Agents
N,N-Dialkyl-N´-chlorosulfonylchloroformamidines 1 underwent a regioselective reaction with 3-aminopyrazoles 2 to produce pyrazolo[1,5-b][1,2,4,6]thiatriazines 3, representatives of a new ring system. Attempted N-acylation of compounds 3 in pyridine gave only 5-(pyridin-4-yl) derivatives. A similar reaction with pyridazine afforded the corresponding pyridazin-4-yl derivative.
CH13108Synthesis of Novel Biaryl Derivatives of Sesamol (5-Benzodioxolol) and Evaluation of their Antioxidant Activity Against DPPH Radical
Sesamol is a potent antioxidative constituent of sesame products. We synthesized a family of biaryl derivatives. The antioxidant activity of the new 6-aryl-substituted sesamols was evaluated against the DPPH• radical. A very good correlation between computed bond dissociation energies and experimental EC50(DPPH•) values was determined.
CH13163Syntheses, Photoluminescent Properties, and Structural Investigation of Five Complexes based on a New T-Shaped 2-(Pyridin-3-yl)-4,6-Pyrimidine Dicarboxylic Acid Ligand: Structure Evolution from One-dimensional Chains to Three-dimensional Architectures
Metal 2-(pyridin-3-yl)-4,6-pyrimidine dicarboxylic acid complexes have different structures, ranging from one- to three-dimensions, which are mainly due to different metal ions and the coordination modes of ppmdc2– ligand. Most importantly, the photoluminescent behaviour of these polymers can be tuned by the configuration of the ppmdc2– ligand.
CH13268Study of New Ferrocene Incorporated N,N′-Disubstituted Thioureas as Potential Antitumour Agents
This paper describes the synthesis, structural characterization, cytotoxicity against human ovarian tumour models, and nature of interaction with CT-DNA and pBR322 plasmid DNA of four new ferrocene based N,N′-disubstituted thioureas.
N-Alkyl-substituted polyurethanes with different alkyl chain lengths were synthesised. The effect of chain length of substituent on substitution degree, thermal properties, crystalline state, and surface morphologies were characterised by 1H NMR spectroscopy, differential scanning calorimetry, X-ray diffraction, and atomic force microscopy. Stimuli-responsive films were realised by solvent and heat treatment, and exhibited a reversible switching in surface wettability with a remarkable change in water contact angle of 21°.
CH13251Five bis(imidazole)-based Coordination Polymers Tuned by Central Metal Ions and S-containing Dicarboxylates: Syntheses, Structures, and Properties
Five coordination polymers have been hydrothermally synthesised using a flexible 1,1′-(1,4-butanediyl)bis(imidazole) as the main ligand and two S-containing dicarboxylates as the auxiliary ligands. The effects of the central metals and dicarboxylates on the structures of coordination polymers have been investigated.
CH13183Coordination Assemblies of CoII, NiII, ZnII, and CuII with 3,3′,4,4′-Biphenyltetracarboxylic Acid and Three Positional Isomeric Ligands
In this paper, eight mixed-ligand MII coordination polymer were designed and synthesised under hydrothermal conditions. Structural analysis reveals that bptc influences the MII (M = Co, Ni, Cu, and Zn) ions to form 2D layers, which are further extended via the isomeric bpt connectors, leading to numerous coordination polymers, such as 2D layers (for 1–3, 5), 3D four-connected nets with a short Schläfli symbol of (64.82) (for 4, 6), and 3D four-connected nets with a short Schläfli symbol of (64.82)(5.63.72)0.5 (for 7–8).
CH13257Solvolysis of 4-Halogeno-4-Alkyl-2,6-di-tert-butylcyclohexa-2,5-dienones Induced by Positive Halogen Donors as Electrophiles
Positive halogen donors such as N-iodosuccinimide induce solvolysis of the title dienones as model 4-halogenocyclohexa-2,5-dienones by use of different hydroxylic solvents. The solvolysis in a hydroxylic solvent diluted with MeCN, a polar aprotic solvent, improves efficiency compared with that in the pure hydroxylic solvent. The results are accounted for by assuming that a positive halogen donor electrophilically dehalogenates the dienones generating, via the polar transition states, the 4-oxocyclohexa-2,5-cyclohexadienyl cations.
CH13301Temperature-Driven and Reversible Assembly of Homopolyelectrolytes Derived from Suitably Designed Ionic Liquids in Water
Suitably designed charged homopolymers derived from ionic liquids formed spherical nanoparticles in water, and underwent a lower critical solution temperature-type phase change in water. The average radius of the homogeneously dispersed nanoparticles was easily controlled by the temperature.
The synthesis of two δ-lactones and two new δ-lactams from natural sabinene is described. The Baeyer–Villiger oxidation of the sabina ketone and Beckmann rearrangement of the sabina ketone oximes were essential steps to obtain lactones and lactams respectively. An attempt to separate sabina ketone oximes is also described.
CH13329Synthesis and Characterisation of RuII Polypyridyl Complexes: DNA-Binding, Photocleavage, and Topoisomerase I and II Inhibitory Activity
The DNA-binding of [Ru(phen)2(cptcp)]2+ (Ru1) and [Ru(phen)2(btcpc)]2+ (Ru2) was investigated. Results suggest that both complexes bind to DNA by intercalation and Ru1 exhibits more effective DNA cleavage activity than Ru2. Ru1 may act as a dual inhibitor of Topo I/II, whereas Ru2 may only act as a single inhibitor of Topo II.
CH13317Synthesis of Chiral 1,2-Dihydronaphtho[2,1-b]furans by Organocatalytic Domino Reactions Catalyzed with Multiple Catalysis
A chiral multiple catalysis with two chiral units has been proved effective in the domino Michael–Friedel–Crafts alkylation of β-naphthols with α-bromonitroalkenes. This novel and efficient domino reaction affords chiral 1,2-dihydronaphtho[2,1-b]furans in good to high yields and enantioselectivities (up to 93 % yield, 91 % enantiomeric excess).
CH13269Microwave-Assisted Synthesis of Arene Ruthenium(II) Complex as Apoptosis Inducer of A549 Cells
An arene ruthenium(ii) complex coordinated by phenanthroimidazole derivatives has been synthesised under microwave irradiation with high yield. This complex was able to induce apoptosis of A549 cells by strongly binding to DNA, resulting in DNA damage.
Matrix metalloproteinases are prognostic biomarkers in chronic wound fluid. We report on a label-free optical biosensor based on porous silicon, which is able to detect matrix metalloproteinases in human wound fluid.
Hexachlorobenzene is one of the most persistent organic pollutants known; governed by the Stockholm Convention its transit across international borders is restricted. Efficient remediation strategies for such materials are lacking despite industrial legacy stockpiles. A chemical reduction of hexachlorobenzene using metallic sodium is shown to result in high yields of nanostructured carbon at low temperatures.
CH13281Non-Covalent Assembly of Maghemite-Multiwalled Carbon Nanotubes for Efficient Lead Removal from Aqueous Solution
Non-covalent assemblies of maghemite-embedded multiwalled carbon nanotubes (MWCNTs) were synthesised and characterised, and their applicability in PbII removal from aqueous solutions in batches magnetically was evaluated. Maximum removal (~96 %, 24 ppm) was achieved in less than 2 h in a pH range of 6–7.
CH13379Copper(II) Complexes of a Tripyridyl Ligand: Anion-Dependent Metallosupramolecular Structures
Complexation of a simple tripyridyl ligand with various copper(ii) salts yielded a family of metallosupramolecular assemblies. The nature of these species was dependent upon the anion identity, with both discrete architectures and coordination polymers obtained.
Poly(pyrazolyl) ligands have found widespread utility in inorganic chemistry. We describe the preparation of two Mg coordination compounds supported by the tris(pyrazolyl)phosphine ligand. These are the first crystallographically characterised complexes supported by this ligand. The structures are compared with complexes supported by the more common tris(pyrazolyl)hydroborate and tris(pyrazolyl)methane ligands.
The use of microfluidics in [18F]radiochemistry is an emerging area. This focus article highlights three examples of [18F]radiotracers prepared in a commercial microfluidic device.