Synthesis, structure, and fungicidal activity of triorganotin (4H-1, 2, 4-triazol-4-yl)benzoates

Abstract

A series of triorganotin (4H-1, 2, 4- triazol-4-yl)benzoates have been synthesized by the reaction of 4-(4H-1, 2, 4-triazol-4-yl)benzoic acid and 3-(4H-1, 2, 4-triazol-4-yl)benzoic acid with (R3Sn)2O (R = Et, n-Bu and Ph) or R′3 SnOH (R′ = p-tolyl and cyclohexyl). The molecular structure of tri(p-tolyl)tin 3-(4H-1, 2, 4-triazol-4-yl)benzoate determined by X-ray crystallography displays that the tin atom adopts a five-coordinate distorted trigonal bipyramidal geometry with the carboxyl oxygen atom and the nitrogen atom on 1-position of triazole ring occupying the apical position. Moreover, this complex forms a polymeric chain by the intermolecular Sn-N interactions. All these complexes show good antifun- gal activities in vitro against Alternaria solani, Cercospora arachidicola, Gibberella zeae, Physalospora piricola, and Botrytis cinerea. © 2010 Wiley Periodicals, Inc.