Turkish Journal of Chemistry




Di-(1, 3, 8) and triorganotin(IV) complexes (2, 5, 7) with the general formula R_nSnL_{4-n}, where R = Me, Et, n-Bu, n-Oct, Ph, and Bz, and L = the n-C_4H_9OCOC_6H_4COO^- monoanionic ligand have been synthesized by the reaction of the silver salt of the n-butylhydrogen phthalate with di- and triorganotin chloride in dry chloroform. However, di-n-butyl- and di-n-octyltin(IV) derivatives (4 and 6, respectively) were synthesized by the reaction of the corresponding organotin(IV) oxide with n-butylhydrogen phthalate in dry toluene. All the synthesized complexes were characterized by elemental analysis, FT-IR, multinuclear (^1H, ^{13}C, ^{119}Sn) NMR, and mass spectrometric techniques to assess the binding mode of the n-butylphthalate (n-C_4H_9OCOC_6H_4COO^-) anion. The diorganotin(IV) derivatives were found to adopt distorted octahedral and triorganotin(IV) n-butylphthalates and to have linear, polymeric trigonal bipyramidal structures in which n-butylphthalate is a monoanionic bidentate coordinating through the C(O)O group. The biocidal activity and LD_{50} values of the synthesized compounds are also reported. Some complexes exhibited good activity comparable to that of standard drugs. Furthermore, triorganotin(IV) derivatives exhibited significantly better activity than the diorganotin(IV) derivatives.

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