Complexes of [(iPrO)2P(O)NHC(S)NHCH2] 2CH2 with Co(II), Ni(II), Zn(II), and Pd(II): Reaction of [(iPrO)2P(O)NHC(S)NHCH2]2 with KOH leading to the imidazolidine-2-imine derivative

Abstract

Reaction of O,O'-diisopropylphosphoric acid isothiocyanate (iPrO) 2P(O)NCS with NH2(CH2)nNH2 (n = 3, 2) leads to the N-phosphorylated bis-thioureas [(iPrO)2C(S)NHP(O) NH]2Z (Z = -(CH2)3, H2LI; -(CH 2)2, H2LII). Reaction of the potassium salt of H2LI with Co(II) and Zn(II) in aqueous EtOH leads to complexes of formula M 2(L-O,S)2. The metal cation in both complexes is coordinated by two deprotonated ligands through the sulfur atoms of the thiocarbonyl groups and the oxygen atoms of the phosphoryl groups. Reaction of K2LI with Ni(II) and Pd(II) in the same conditions leads to M 2(L-N,S)2 complexes. In both compounds, the metal center is found in a square-planar N2S2 environment formed by the C=S sulfur atoms and the P-N nitrogen atoms of two deprotonated ligands LI. Reaction of H 2LII with KOH leads to a product of heterocyclization, in which one of the thiourea fragments is retained. Compounds obtained were investigated by IR, UV-Vis, 1H and 31P NMR spectroscopy, and microanalysis. Copyright © Taylor & Francis Group, LLC