Ligational and molecular modeling of 3-(N-phenylthiocarbamyl)pentan-2,4-dione

Abstract

Pentan-2,4-dione reacts with phenylisothiocyanate to give 3-(N-phenylthiocarbamyl)pentan-2,4-dione (HPTPD) containing N, O and S donor atoms. HPTPD has been characterized by elemental analysis, i.r., 1H-n.m.r. and electronic spectral studies and its structure is confirmed by molecular modeling using a molecular mechanics program. CoII, NiII, CuII, ZnII and PdII complexes have been prepared and characterized by spectroscopic techniques. The CuII complex has also been studied by e.s.r. spectroscopy. Upon formation of these complexes, except for PdII, loss of methine hydrogen occurs and HPTPD coordinates to the metal centers as a monoanionic bidentate ligand. CoII acetate forms two types of complexes according to the ratio of reactants. The first is brown–green having the formula [Co(PTPD)2] and is characterized as square-planar and the other is blue with [Co(PTPD)(OAc)] formula and has a tetrahedral geometry; their thermal decompositions have been studied by t.g analysis. The other metal(II) complexes have square-planar structures based on magnetic and electronic spectral data.