Synthesis, spectroscopic exploration, biocidal activities, and crystal structures of 3‐(3‐fluorophenyl)‐2‐phenylpropenoic acid and trimethyltin(IV) complex

Abstract

AbstractThe ligand, 3‐(3‐fluorophenyl)‐2‐phenylpropenoic acid, [C15H11FO2] (I) was prepared by reacting equimolar amount of phenyl acetic acid with 3‐fluorobenzaldehyde (1:1) using Perkin condensation method. The trimethyltin(IV) carboxylate, [Me3SnO2FH10C15] (II) was synthesized by refluxing an equimolar (1:1) mixture of trimethyltin chloride and silver salt of the ligand acid, [C15H10FO2Ag] (Ia). The ligand and complex both were characterized by elemental analysis, IR, mass, 1H NMR, and X‐ray crystallographic data. On the basis of 1H NMR data, (2J[117/119Sn, 1H] and CSnC bond angle), it is concluded that the environment around the tin atom in solution is tetrahedral. The Infrared spectroscopic results showed that trimethyltin(IV) derivative has 5‐coordinated polymeric structure with bridging carboxylate groups in the solid state, which has been confirmed by the X‐ray crystallographic data. The crystal of ligand acid (I) is triclinic with space group Pbar1. However, the crystal of the complex (II) is monoclinic with space group C2/c. The geometry around the tin atom is distorted trigonal bipyramid with O(1) and O(2) atoms in apical positions. The ligand (I) and complex (II) were also tested for their biocidal activities. © 2004 Wiley Periodicals, Inc. Heteroatom Chem 15:398–406, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20032