Organotin(IV) Derivatives of N-Maleoylamino Acids: Their Synthesis and Structural Elucidation
Organotin carboxylates of general formula R3SnL (1), (2), (4) and (6), R2SnL2 (5) and {[(R2SnL)2O]2} (3), where L = N-maleoylglycinate, N-maleoyl-b-alaninate and N-maleoylmethioninate, were prepared. The synthesis of these compounds was achieved by either reaction of organotin halides, R3SnCl, with triethylammonium salt of N-maleoylamino acids or/and organotin oxides, (R3Sn)2O and R2SnO, with maleamic acid in the presence of triethyl amine. These compounds were characterized by FT-IR, multinuclear NMR (1H, 13C and 119Sn), mass and 119mSn 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.
Organotin(IV) Derivatives of N-Maleoylamino Acids: Their Synthesis and Structural Elucidation
Organotin carboxylates of general formula R3SnL (1), (2), (4) and (6), R2SnL2 (5) and {[(R2SnL)2O]2} (3), where L = N-maleoylglycinate, N-maleoyl-b-alaninate and N-maleoylmethioninate, were prepared. The synthesis of these compounds was achieved by either reaction of organotin halides, R3SnCl, with triethylammonium salt of N-maleoylamino acids or/and organotin oxides, (R3Sn)2O and R2SnO, with maleamic acid in the presence of triethyl amine. These compounds were characterized by FT-IR, multinuclear NMR (1H, 13C and 119Sn), mass and 119mSn 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.