Synthesis, spectroscopic characterization, crystal structure, and anti-bacterial activity of diorganotin(IV) complexes with 5-bromo-2-hydroxybenzaldehyde-N(4)-ethylthiosemicarbazone

Abstract

Three new diorganotin(IV) complexes, [Me2Sn(BDET] (2), [Bu2Sn(BDET)] (3), and [Ph2Sn(BDET)] (4), were synthesized by reacting R2SnCl2 (R = Me, Bu, and Ph) with 5-bromo-2-hydroxybenzaldehyde-N(4)-ethylthiosemicarbazone [H2BDET, (1)] in the presence of KOH in absolute methanol. The newly synthesized complexes were characterized by elemental analysis, molar conductivity, UV–vis, FT-IR, 1H, 13C, and 119Sn NMR spectroscopies. The molecular structure of 4 was confirmed by X-ray crystallography. X-ray crystallography revealed that the doubly deprotonated O,N,S-tridentate thiosemicarbazone coordinates to tin(IV), resulting in a distorted trigonal bipyramidal geometry. Their 1H, 13C, and 119Sn NMR spectra support a five-coordinate tin(IV) in solution for all complexes, in accord with the solid-state X-ray structure determined for 4. Compounds 1–4 were evaluated for their antibacterial activities against Staphylococcus aureus, Enterobacter aerogenes, Escherichia coli, and Salmonella typhi. The results exhibited that 2–4 were active with comparable potency compared to the standard drug. Antibacterial studies also indicated that the complexes have potential for biological evaluation.