J. Iran. Chem. Soc., Vol. 8, No. 2 June 2011, pp.477~483.

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Some New Organotin(IV) Schiff Base Adducts: Synthesis, Spectroscopic Characterization and Thermal Studies

T. Sedaghat* and M. Monajjemzadeh

Department of Chemistry, College of Science, Shahid Chamran University, Ahvaz, Iran

Three new Schiff base adducts, [SnMe2Cl2(H2cdnaphen)] (1), [SnPh2Cl2(H2cdnaphen)2].C6H6 (2) and [SnBu2Cl2(H2cdnaphen)2] (3) were synthesized by the reaction of SnR2Cl2 (R = Me, Bu and Ph) with a Schiff base ligand, Methyl 2-[2-(2-hydroxynaphthaldimino)ethylamino]-1-cyclopentene-1-dithiocarboxylate (H2cdnaphen). The new products were characterized by elemental analysis, IR, 1H NMR and 119Sn NMR spectroscopies. Spectroscopic data suggest that H2cdnaphen exists predominately in keto-amine tautomeric form and in all complexes acts as a monodentate neutral ligand coordinating with the metal through oxygen atom, while the sulfur atom and imine nitrogen are not involved in coordination with the tin. Thermal decomposition of the complexes was studied through thermogravimetry and the thermodynamic activation parameters were determined by the Coats-Redfern method.

Keywords: Organotin(IV), Schiff base, Tautomeric forms, Thermal analysis, 119Sn NMR

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