Synthesis and conformational analysis of 1,3-azasilinanes |
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| Authors: | Bagrat A Shainyan Svetlana V Kirpichenko Erich Kleinpeter |
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| Institution: | 1. A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of the Russian Academy of Sciences, 1 Favorsky Street, 664033 Irkutsk, Russian Federation;2. Chemisches Institut der Universität Potsdam, Karl-Liebknecht-Str. 24-25, D-14476 Potsdam (Golm), Germany |
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| Abstract: | 1-Isopropyl-3-methyl-3-phenyl-1,3-azasilinane 1 and 1-isopropyl-3,3-dimethyl-1,3-azasilinane 2 were synthesized and a detailed analysis of their NMR spectra, conformational equilibria and ring inversion processes is presented. Low temperature 1H/13C NMR spectroscopy, iteration of the 1H NMR spectra and quantum chemical calculations showed slight predominance of the PheqMeax over the PhaxMeeq conformer of 1 at low temperature. The barrier for the chair to chair interconversion of both compounds was measured to be 8.25 kcal/mol. |
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