Abstract

The reaction of zinc(II) acetate with thiosemicarbazones derived from β-keto esters (methyl propionylacetate thiosemicarbazone, ethyl benzoylacetate thiosemicarbazone, ethyl 2-ethylacetoacetate thiosemicarbazone and methyl acetoacetate 1 N-ethylthiosemicarbazone) induces the cyclization of the thiosemicarbazone to afford [ZnL 2] and (in one case) [ZnL 2(MeOH)] complexes, where HL is a substituted 2,5-dihydro-5-oxo-1 H-pyrazolone-1-carbothioamide. The four complexes were studied by X-ray diffraction, which showed that the pyrazolonate ligand binds with the metal through the S and N(3) atoms. The influence of cyclization and metallation on the 1H and 13C NMR spectra of the starting thiosemicarbazones is also discussed.

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