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Vanadium-induced formation of thiadiazole and thiazoline compounds. Mononuclear and dinuclear oxovanadium(V) complexes with open-chain and cyclized thiosemicarbazone ligands (CROSBI ID 155882)

Prilog u časopisu | izvorni znanstveni rad | međunarodna recenzija

Rubčić, Mirta ; Milić, Dalibor ; Horvat, Gordan ; Đilović, Ivica ; Galić, Nives ; Tomišić, Vladislav ; Cindrić, Marina Vanadium-induced formation of thiadiazole and thiazoline compounds. Mononuclear and dinuclear oxovanadium(V) complexes with open-chain and cyclized thiosemicarbazone ligands // Dalton transactions, _ (2009), 44; 9914-9923. doi: 10.1039/b913653c

Podaci o odgovornosti

Rubčić, Mirta ; Milić, Dalibor ; Horvat, Gordan ; Đilović, Ivica ; Galić, Nives ; Tomišić, Vladislav ; Cindrić, Marina

engleski

Vanadium-induced formation of thiadiazole and thiazoline compounds. Mononuclear and dinuclear oxovanadium(V) complexes with open-chain and cyclized thiosemicarbazone ligands

Reactions of the salicylaldehyde 4-phenylthiosemicarbazone (H2L) with selected vanadium(IV) and vanadium(V) precursors ([VO(acac)2], [VO(OAc)2], VOSO4, [V2O4(acac)2]) were investigated under aerobic conditions in different alcohols (methanol, ethanol, propanol). In all examined cases mononuclear alkoxo vanadium(V) complexes [VOL(OR)] ( 1) (OR = OMe, OEt, OPr) were isolated as major products. On prolonged standing, mother liquids afforded dinuclear vanadium(V) complexes [V2O3(Lcycl)2(OR)2] ( 3) (OR = OMe, OEt, OPr), where Lcycl- represents 1, 3, 4-thiadiazole ligand, formed by vanadium-induced oxidative cyclization of H2L. When [VO(acac)2] or [V2O4(acac)2] were used as precursors, in addition to products 1 and 3, a thiazoline derivative HL(acac)cycl ( 2) was isolated. This compound, formed by a reaction between acetylacetone and H2L, represented the second type of cyclic product. The products were characterized by IR and NMR spectroscopies, TG analysis, and in some cases by single-crystal X-ray diffraction. To the best of our knowledge, compounds [V2O3(Lcycl)2(OR)2] represent the first structurally characterized dinuclear vanadium(V) complexes with a thiadiazole moiety acting as a bridging ligand. Complexes 1 and 3, when dissolved in an appropriate alcohol, underwent substitution of the alkoxo ligand as confirmed by XRPD. The kinetics of reactions in methanolic solutions was qualitatively studied by UV-Vis and ESMS spectrometries. Under the experimental conditions applied, a relatively slow formation of the mononuclear complex [VOL(OMe)] and an even slower formation of the cyclic species 2 were observed, whereas the presence of dinuclear compound [V2O3(Lcycl)2(OMe)2] in the reaction mixture could not be detected.

vanadium(V) complexes ; cyclization reactions ; thiosemicarbazones ; 1 ; 3 ; 4-thiadiazole derivatives ; thiazoline derivatives ; X-ray crystal structures ; reaction kinetics

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Podaci o izdanju

_ (44)

2009.

9914-9923

objavljeno

1477-9226

1477-9234

10.1039/b913653c

Povezanost rada

Kemija

Poveznice
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