Interaction of Di‐ and Triorganotin(IV) Compounds with Carboxylate Ligand: Synthesis, Spectral Characterization, Semi‐Empirical Study and <i>In Vitro</i> Antimicrobial Activities

Abstract

Abstract Di‐ and triorganotin(IV) complexes with the general formulae R n SnL 4‐n , where R = Me, n ‐Bu, Ph and L = 2‐[(2′‐methylphenylamido)]benzoic acid have been synthesized by the reaction of triethylammonium salt of 2‐[(2′‐methylphenylamido)]benzoic acid with di‐ and triorganotin chloride in dry toluene. All the synthesized complexes were characterized by elemental analysis, FT‐IR, multinuclear ( 1 H, 13 C, 119 Sn) NMR, mass spectrometry and semi‐empirical study to assess the binding mode of 2‐[(2′‐methylphenylamido)]benzoic acid. The diorganotin(IV) derivatives are assessed to adopt distorted octahedral and triorganotin(IV) have linear polymeric trigonal bipyramidal structures in which 2‐[(2′‐methylphenylamido)]benzoic acid is a monoanionic bidentate, coordinating through C(O)O group. This coordination behaviour is also confirmed by semi‐empirical study. The isotopic effect of tin was studied by comparison of experimental data with the simulated isotopic pattern using the Chemtool software package. The insecticidal, antileshmanial, antibacterial, antifungal and cytotoxicity of the synthesized compounds are also reported. Some complexes exhibit good activities comparable to that of standard drugs. Furthermore, triorganotin(IV) derivatives exhibit significantly better activities than the diorganotin(IV) derivatives and have a potential to be used as drug.