Organotin(IV) carboxylates of cyclopropane carboxylic acid and 3‐cyclohexylpropanoic acid: synthesis, characterization and biological activity. The crystal structure of bis(cyclopropanecarboxylato) tetramethyldistannoxane

Abstract

A series of tri-and di-organotin(IV) derivatives of the types R 3 SnL, R 2 SnL 2 and [(R 2 SnL) 2 O] 2 have been synthesized by the reaction of tri-and di-organotin(IV) chloride(s) with sodium cyclopropane carboxylate and sodium 3-cyclohexylpropanoate. Based on spectroscopic evidence (IR and NMR), all the triorganotin carboxylates were found to be penta-coordinated in the solid state (except the tricyclohexyltin derivative, which was found to be four-coordinated) and four-coordinated in the solution state. Attempted reaction of Me 2 SnCl 2 with sodium cyclopropane carboxylate in 1 : 2 stoichiometry afforded a bis(dicarboxylato tetraorganodistannoxane) complex, {[Me 2 Sn(cyclo-CH 2 ) 2 CHCOO] 2 O} 2 . The X-ray diffraction of this 'dimethyltin(IV) complex' shows that the compound possesses a tetranuclear aggregate with one bridging bidentate and other free organic ester type monodentate carboxylate groups in which each Sn atom has a five-coordinated geometry. These complexes were also screened for their antifungal activities.

New di‐ and triorganotin(IV) carboxylates derived from a Schiff base: synthesis, characterization and in vitro antimicrobial activities

“…HOBZ, NaOBZ and complex 3 are inactive in the preliminary screening at concentrations of 250 µg ml −1 . The nature of the R groups in organotin complexes plays an important role in their fungicidal activities . Complex 2 is more active than complex 4 and nystatin against most of the studied yeasts.…”

“…The diversity of potential applications of organotin complexes has attracted the attention of many research groups throughout the world over recent decades. It has become well established that the biocide activity of organotin complexes depends upon a delicate balance of structure, coordination number, extent of alkylation and nature of organic groups attached to the tin centre …”

Structural Diversity in Organotin(IV) Carboxylates: A Study of X-Ray Crystallography

“…Generally five-and six coordinated organotin(IV) complexes are observed with trigonalbipyramidal and octahedral geometry, respectively. Four-and seven coordinated geometry have also been observed in tricyclohexyltin 17 and trinuclear di-n-butyltin(IV) complexes 18 , respectively. Yip et al, 19 and A. Rehman et al, 20 have also synthesized fourcoordinatedtriorganotin(IV), complexes bis[triphenyltin(IV)] succinate and (3-amino-4chlorobenzoato)trimethyltin(IV), respectively, with monoclinic crystal system and monodentate bonding of the carboxylate group to the tin atom.…”

“…Each tin atom is coordinated by two monodentate and one bidentate carboxylate group 30 . Salam et al, 18 have also synthesized a seven coordinated tri-nuclear di-n-butyltin(IV) complex of pyruvic acid-N(4)-cyclohexyl-thiosemicarbazone in distorted pentagonal bipyramidal geometry. The central tin(IV) atoms are bonded to carboxylato-O, the azomethine-N and the thiolato-S atoms of ligand and bridges between the tin atoms are formed through the carbonyl oxygen atom of the carboxylate groups.…”

Synthesis, antimicrobial activity and molecular docking of di‐ and triorganotin (IV) complexes with thiosemicarbazide derivatives

“…Organotin (IV) derivatives have been widely investigated because of their structural diversity and biological activity, for example as bactericides, fungicides, acaricides, antifouling and anti‐tumor agents . It is well established that the biocide activity of organotin (IV) complexes depends on a delicate balance between structure, coordination number, extent of alkylation and nature of the organic groups bonded to the tin atom . Despite the intense research on the toxicology of organotin (IV) compounds, their mode of action is not completely understood, although some general features seem to be widely accepted.…”