Reactivity of some coordinated ligands containing sulphur towards nucleophilic substitution reactions—III. Reaction of [(1-phenylethanediylidine bis-S-methylhydrazinecarbodithioate) NNS′S′(−2)] nickel(II) with primary and secondary amines and cyclization of the hydrazine derivative with β-diketones

Abstract

A series of nickel(II) complexes with unsymmetric NNSS quadridentate Schiff bases containing both hydrazinecarbothioamidate and S-methylhydrazinecarbodithioate residues have been prepared by the nucleophilic displacement of one SCH 3 group from [(1-phenyl-1,2-ethanediylidine bis(S-methyl hydrazine carbodithioate) NNSS(−2)]nickel(II) with primary and secondary amines. The N-diethyl substituted complexes of palladium(II) and platinum(II) have been similarly prepared. The monohydrazine nickel(II) complex has been also prepared and its condensation with acetylacetone and benzoylacetone to the corresponding pyrazoles is also discussed. The electron impact mass spectral studies suggest the preferential displacement of the SCH 3 group on the carbon atom directly conjugated to the phenyl group. The infrared, ultraviolet and visible absorption spectra as well as the 1H NMR spectra of the newly prepared complexes are discussed.