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.


Organotin(IV) complexes, n-butylhydrogen phthalate, spectral characterization, biological activity

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