Synthesis and characterization of tributyltin(IV) complexes of 2-[( E)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 4-[(( E)-1-{2-hydroxy-5-[( E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl}methylidene)amino]aryls – crystal structures of polymeric (Bu 3Sn[O 2CC 6H 4{N [dbnd]N(C 6H 3-4-OH-5-CHO)}- o]) n and (Bu 3Sn[O 2CC 6H 4{N [dbnd]N(C 6H 3-4-OH(C(H) [dbnd]NC 6H 4Cl-4))}- o]) n – toxicity studies on the second instar of Aedes aegypti mosquito larvae

Abstract

The tri- n-butyltin(IV) complexes of 2-[( E)-2-(3-formyl-4-hydroxyphenyl)-1-diazenyl]benzoic acid and 4-[(( E)-1-{2-hydroxy-5-[( E)-2-(2-carboxyphenyl)-1-diazenyl]phenyl}methylidene)amino]aryls (aryls = 4-CH 3, 4-Br, 4-Cl, 4-OCH 3) have been synthesized and characterized by 1H, 13C, 119Sn NMR, IR and 119mSn Mössbauer spectroscopic techniques in combination with elemental analysis. The crystal structures of two compounds, (Bu 3Sn[O 2CC 6H 4{N N(C 6H 3-4-OH-5-CHO)}- o]) n and (Bu 3Sn[O 2CC 6H 4{N N(C 6H 3-4-OH(C(H) NC 6H 4Cl-4))}- o]) n , are reported.The crystallographic and 119Sn Mössbauer data both indicate that the tributyltin complexes form single-stranded polymeric structures in which the carboxylate O atoms of each aryl ligand bridge two Sn atoms. The Sn atoms have a slighly distorted trigonal bipyramidal coordination geometry with equatorial butyl groups and carboxylate O atoms occupying axial positions. The 119Sn NMR spectroscopic data and the 1 J( 13C– 119/117Sn) coupling constant indicate a tetrahedral coordination geometry in non-coordinating solvents. The results of a toxicity study of a tributyltin compound on the second larval instar of Aedes aegypti mosquito larvae are reported.