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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. Shahzadia, K. Shahida, S. Alia,*,
M. Mazhara and K.M. Khanb
a Department of Chemistry, Quaid-i-Azam University,
45320-Islamabad, Pakistan
bH.E.J. Research Institute of Chemistry, University of
Karachi, 75270-Karachi, Pakistan
(Received 13 June 2005, Accepted 14 September 2005)
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
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