Synthesis and characterization of organotin(IV) compounds with Schiff base of o-vanillin-2-thiophenoylhydrazone

Abstract

Seven Schiff base adducts of organotin(IV), RSnLCl 2, which L is o-vanillin-2-thiophenoylhydrazone, and R is n-C 4H 9 ( 1), Me ( 2), Ph ( 3), and [R 2SnL], which L is o-vanillin-2-thiophenoylhydrazone, R is n-C 4H 9 ( 4), Me ( 5), Ph ( 6), PhCH 2 ( 7) have been synthesized. Those products were characterized by elemental analysis, IR, 1H, 13C and 119Sn NMR spectra. The crystal and molecular structures of compounds 1, 4, and 6 have been determined by X-ray single crystal diffraction. In the crystal of compound 1 the tin atom is rendered six-coordinate in a distorted octahedral configuration by coordinating with the N atom of the Schiff base ligand, in compounds 4 and 6 the central tin atoms are five-coordinate in distorted trigonal-bipyramidal geometry and the comparison of the IR spectra reveal that disappearance of the bands assigned to carboxyl unambiguously conforms the ligand coordinate with the tin atom in enol form.