Synthesis, coordination and biological aspects of organotin(IV) derivatives of 4-[(2,4-dinitrophenyl)amino)]-4-oxo-2-butenoic acid and 2-{[(2,4-dinitrophenyl)amino]carbonyl}benzoic acid

Abstract

New series of organotin(IV) complexes of aniline derivatives, R2SnL2 and R3SnL [where R = Me, n-Bu, Ph, n-Oct] have been synthesized by the reaction of HL1 and HL2 with respective organotin halides or oxides. Experimental details for the preparation and characterization (including elemental analysis, IR and multinuclear NMR (1H-, 13C- and 119Sn-) spectra in CDCl3 and EI mass spectra of both series are provided. The binding sites of the ligands were identified by means of FTIR spectroscopic measurements. It was found that in all cases the organotin(IV) moiety reacts with the oxygen of COO– group to form new complexes. In the diorganotin complexes, the COO– group is coordinated to the organotin(IV) centres in a bidentate manner in the solid state. The 119Sn NMR data and the nJ(13C‑119/117Sn) coupling constant support the tetrahedral coordination geometry of the organotin complexes in non-coordinating solvents. Biological activities (antibacterial, antifungal, cytotoxicity, antileishmanial and insecticidal) of these compounds are also reported.

Keywords

• organotin(IV) carboxylates
• IR
• multinuclear NMR (1H
• 13C and 119Sn)
• mass spectrometry
• biological activity