Synthesis, spectroscopic characterization, and in vitro biological activity of organotin(IV) complexes of (<i>E</i>)‐3‐(4‐methoxyphenyl)‐2‐phenyl‐2‐propenoic acid

Abstract

Abstract Organotin(IV) complexes with general formula R 4 − n SnL n have been synthesized by the reaction of tri‐ and diorganotin chlorides with sodium salt of ( E )‐3‐(4‐methoxyphenyl)‐2‐phenyl‐2‐propenoic acid in dry toluene, where RCH 3 , C 2 H 5 , n ‐C 4 H 9 , C 6 H 5 , n = 1 or 2, and L = [ŌOCC(C 6 H 5 ) CH(C 6 H 4 OCH 3 )]. Dimeric distannoxanes, [(R 2 SnOOCC(C 6 H 5 )CH‐(C 6 H 4 OCH 3 ) 2 O] 2 , were synthesized by the reaction of acid with diorganotin oxides in 1:1 molar ratio. Multinuclear NMR ( 1 H, 13 C, 119 Sn), infrared, mass, and Mössbauer spectral techniques have been used to ascertain their structures in solution and as solid. The spectroscopic results showed that triorganotin(IV) derivatives are 4‐coordinated monomers in noncoordinating solvents and 5‐coordinated polymers with bridging carboxylate groups in the solid state. However, diorganotin and dimeric compounds are 5‐coordinated in noncoordinating solvents while in the solid phase may have higher coordination. Biological screening tests showed that most of the compounds have significant activity against different bacteria and fungi. © 2005 Wiley Periodicals, Inc. Heteroatom Chem 16:175–222, 2005; Published online in Wiley InterScience ( www.interscience.wiley.com ). DOI 10.1002/hc.20089