110822-97-4Relevant articles and documents
Zinc complexes with 1,2,4-triazole functionalized amino acid derivatives: Synthesis, structure and β-lactamase assay
Naik, Anil D.,Beck, Joséphine,D?rtu, Marinela M.,Bebrone, Carine,Tinant, Bernard,Robeyns, Koen,Marchand-Brynaert, Jacqueline,Garcia, Yann
, p. 21 - 28 (2011)
Coordinating abilities of 4R-1,2,4-triazole derivatives (R = glycine ethyl ester (L1), glycine (L2), diethylamino malonate (L3), methionine (L4) and diethyl aminomethylphosphonate (L5)) towards ZnII ions have been studied in solution, in solid state and versus three zinc-β-lactamases. The crystal structure of [Zn3(L4)6(H2O) 6] (6) is described; it is the first crystal structure involving a 1,2,4-triazole functionalized methionine. It forms a trinuclear complex with central zinc octahedrally coordinated by only L4, whereas terminal zinc ions coordination sphere is completed by three water molecules. L4 exhibits a dual functionality of a bridging bidentate ligand as well as an anion. A dense hydrogen bonding network connects these trinuclear entity into a 3D supramolecular network. The ZnII ions in 6 are held at equidistance (3.848 A?) which coincidently matches with the corresponding Zn?Zn distance in the binuclear zinc enzyme from Bacillus cereus (3.848 and 4.365 A?). Among L1-L5 screened for β-lactamase assay, L4 shows modest inhibition for BcII enzyme.
1,2,4-triazolyl-carboxylate-based MOFs incorporating triangular Cu(II)-hydroxo clusters: Topological metamorphosis and magnetism
Vasylevskyy, Sergiy I.,Senchyk, Ganna A.,Lysenko, Andrey B.,Rusanov, Eduard B.,Chernega, Alexander N.,Jezierska, Julia,Krautscheid, Harald,Domasevitch, Konstantin V.,Ozarowski, Andrew
, p. 3642 - 3654 (2014)
Bifunctional 1,2,4-triazole-carboxylate ligands, an achiral 1,2,4-triazol-4-yl-acetic acid (trgly-H) and a chiral (d)-2-(1,2,4-triazol-4-yl) -propionic acid (d-trala-H), derived from the corresponding α-amino acid precursors revealed unique binding abilities in the construction of Cu(II)-coordination polymers composing discrete triangular [Cu 3(μ3-OH)] clusters. A related series of MOFs, [Cu 3(μ3-OH)(trgly)3(SO4)] ·2H2O (1a), [Cu3(μ3-OH)(trgly) 3(H2O)3]SO4·16H2O (1b), Cu3(μ3-OH)(d-trala)3(ClO 4)0.5](ClO4)1.5·1.5H 2O (2), was prepared, and their crystal structures were determined by means of X-ray diffraction. Being singly deprotonated, the organic ligands act as multidentate μ3- or μ4-donors using tr and -COO- moieties. The generated [Cu3(μ3-OH) (tr)3] cluster core is primarily supported by three [-N-N-] triazole heterocycles in a basal plane and tripodal-assisted μ3-anions (SO42-: 1a; ClO4-: 2) capping the axial faces. The carboxylate groups join the units into either two-dimensional (2D) layer (1a, 2) or 3D zeolite-like networks (1b). Compound 1b represents the topology of α-Po (pcu: 412.63) and crystallizes in the noncentrosymmetric space group I43m, in which the six-connected [Cu3(μ3-OH)] clusters and trgly self-assemble in an open-channel cubic array possessing ～56% solvent-accessible volume. Upon slight thermal treatment (～60 °C), the structure irreversibly shrinks to the nonporous 2D motif 1a that belongs to a uninodal (3,6) network type. In structure 2 (space group R32), due to the [-N-N-] triazole and 1,3-bidentate carboxylate binding mode, each organic ligand bridges three metal clusters affording cross-linking of two adjacent layers with the same (3,6) topology. The resultant 3,9-c net is novel and can be categorized as two-nodal with point symbol {418.618}{42.6}3. Spin frustration and antisymmetric exchange effects, resulting in abnormally low g values in the S = 1/2 states, were observed in the magnetic properties and the EPR spectra.
A simplified approach to N- and N,N′-linked 1,2,4-triazoles by transamination
Naik, Anil D.,Marchand-Brynaert, Jacqueline,Garcia, Yann
, p. 149 - 154 (2008/09/20)
A facile one-step procedure for the preparation of 4,4′-bis-1,2,4- triazole is reported. Direct transamination of N,N-dimethyl-formamide azine dihydrochloride by heating with 4-amino-1,2,4-triazole in refluxing benzene readily yields the target molecule in short duration of time with significant yield (73%). This catalyst-free method was extended to synthesise a series of 4-substituted 1,2,4-triazoles of potential interest in coordination chemistry. Georg Thieme Verlag Stuttgart.
