Organotin(IV) Derivatives of N-Maleoylamino Acids: Their Synthesis and Structural Elucidation

Authors: MOAZZAM H. BHATTI, SAQIB ALI, FARHAT HUMA, SAIRA SHAHZADI

Abstract: Organotin carboxylates of general formula R_3SnL (1), (2), (4) and (6), R_2SnL_2 (5) and {[(R_2SnL)_2O]_2} (3), where L = N-maleoylglycinate, N-maleoyl-\beta-alaninate and N-maleoylmethioninate, were prepared. The synthesis of these compounds was achieved by either reaction of organotin halides, R_3SnCl, with triethylammonium salt of N-maleoylamino acids or/and organotin oxides, (R_3Sn)_2O and R_2SnO, with maleamic acid in the presence of triethyl amine. These compounds were characterized by FT-IR, multinuclear NMR (^1H, ^{13}C and ^{119}Sn), mass and ^{119m}Sn Mössbauer spectroscopy. The geometry around the tin atom is compared both in solution and in solid state. Different literature methods were employed to calculate the C-Sn-C angle in non-coordinating solvents. The mass fragmentation pattern demonstrated the McLafferty rearrangement in compound (6). Salient features of the X-ray structures for (1), (4) and (6) are also given.

Keywords: Organotin(IV) complexes, N-Maleoylamino acids, FT-IR, Multinuclear NMR, Mössbauer spectroscopy, Mass spectrometry

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