Synthesis, characterization and biological activities of some new organotin(IV) derivatives: Crystal structure of [(Sn Ph3) (OOCC6H4OH)] and [(SnMe3)2 (OOC)2C6Cl4 (DMSO)2]

Some new organotin(IV) carboxylates 1–3 of 2-hydroxybenzoic acid (LA) and 4–6 of 2,3,4,5-tetrachloro-6-(methoxycarbonyl) benzoic acid (LB) have been synthesized, respectively, by the esterification of triorganotin oxide/hydroxide with the corresponding acids in an appropriate mole ratios. Multinuclear NMR (1H, 13C and 119Sn), IR and X-ray crystallographic studies were carried out to elucidate their structures both in solution and in solid state. The X-ray crystallographic data for 3 was recollected at low temperature. The compound 4 was dissolved in DMSO and a new compound 4 · 2DMSO [(SnMe3)2(OOC)2C6Cl4(DMSO)2] was crystallized out. The structure shows that two Sn moieties are attached to the ligand (LB) through two carboxylic groups. The two molecules of DMSO are coordinated to each of the Sn atoms via oxygen atom to terminate the conventional polymeric chain of trimethyl carboxylates to a discrete molecule, having trigonal bipyramidal geometry around the Sn atoms. Some of the synthesized compounds exhibited significant antifungal activities and have a potential to be used as drugs.

Graphical abstractSome new bioactive organotin(IV) carboxylates 1–6 of substituted phenyl acids have been synthesized and were characterized by multinuclear (1H, 13C, 119Sn) NMR, IR spectroscopy. The structures of compound 3 and 4 · 2DMSO was also studied crystallographically describing tetrahedral and trigonal bipyramidal geometry around the Sn atoms, respectively.Figure optionsDownload full-size imageDownload as PowerPoint slide