摘要
Gas-phase electron-diffraction data and high-level quantum chemical calculations have been used to study the conformational behaviour of N-azidomethylpyrrolidine. The two most stable conformers with a relative abundance of about 80% at 298 K possess gauche orientation of the azidomethyl group around the C-N-pyr bond (C-N-azido gauche with respect to the endocyclic N-pyr-C bond). This orientation is a strong manifestation of an anomeric effect. The influence of the anomeric effect is also reflected in shortening of the C-N-pyr bond and lengthening of the C-N-azido bond as compared to such bonds in other compounds.
- 出版日期2011