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Organotin(IV) Derivatives as Biocides: An Investigation of Structure by IR, Solution NMR, Electron Impact MS and Assessment of Structure
Correlation with Biocidal Activity

S. Shahzadi^a, K. Shahid^a, S. Ali^a,*, M. Mazhar^a and K.M. Khan^b

^aDepartment of Chemistry, Quaid-i-Azam University, 45320-Islamabad, Pakistan
^bH.E.J. Research Institute of Chemistry, University of Karachi, 75270-Karachi, Pakistan

A brief account is given of the synthesis, structural chemistry and the antibacterial, antifungal and cytotoxic effects of organotin complexes of 2-[(2,4-dichloroanilinocarbonyl)]benzoic acid. The unimolar and bimolar substitution products have been characterized by elemental analysis and spectral studies, including IR, ¹H NMR, ¹³C NMR, ¹¹⁹Sn NMR, and mass spectra. The data support the binding of the oxygen atom to the tin atom in [R₂Sn(OOCR′)₂] and [R₃Sn(OOCR′)] (R = Me, Bu, and Ph, R′ = 2-[(2,4-dichloroanilinocarbonyl)]benzoic acid). Based on these studies, with a coordination number of four, a distorted tetrahedral geometry has been proposed for the resulting derivatives in solution. The free ligand (R′COOH) and its respective tin complexes were tested in vitro against a number of microorganisms to assess their biocidal properties and to correlate them with the structures of the derivatives.

Keywords: Structure correlation, Biocidal activity, Organotin(IV) complexes, Spectroscopic analysis