| Abstract
| - The solution conformation of N-methyl-2-(tributylstannyl)piperidines has been determined throughthe use of vicinal 119Sn−13C coupling constants, revealing a conformational distortion caused by anunexpected stereoelectronic effect in some cases. Specifically, the “equatorial” conformer is distortedinto a half-chair, in which the nitrogen lone pair eclipses the C−Sn bond. This distortion, which“costs” approximately 1 kcal/mol, correlates with a conformational dependence of geminal 119Sn−15N couplings and a possible correlation with reactivity in the tin−lithium exchange reaction.
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