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

Seven Schiff base adducts of organotin(IV), RSnLCl2, which L is o-vanillin-2-thiophenoylhydrazone, and R is n-C4H9 (1), Me (2), Ph (3), and [R2SnL], which L is o-vanillin-2-thiophenoylhydrazone, R is n-C4H9 (4), Me (5), Ph (6), PhCH2 (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.

Graphical abstractSeven Schiff base adducts of organotin(IV), RSnLCl2, which L is o-vanillin-2-thiophenoylhydrazone, and R is n-C4H9 (1), Me (2), Ph (3), and [R2SnL], which L is o-vanillin-2-thiophenoylhydrazone, R is n-C4H9 (4), Me (5), Ph (6), PhCH2 (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.Figure optionsDownload full-size imageDownload as PowerPoint slide