TY - JOUR
T1 - An NMR study of the nitrogen inversion process in 1-oxa-11-azabicyclo[6,3,0]undecanes
AU - Al-Jarudi, SS
AU - Asrof, Ali Shaikh
AU - Perzanowski, Herman Paul
AU - Wazeer, Mohamed Ismail M.
PY - 1997
Y1 - 1997
N2 - The NMR spectra of several 1-oxa-11-azabicyclo [6,3,0]undecanes, with substituents at 2 and 3 positions, showed the presence of two isomers of unequal populations at -50 degrees C. The major isomer is shown to be the trans conformer which is in equilibrium with a minor isomer (cis conformer) by a relatively slow nitrogen inversion process. The barriers to nitrogen inversion were determined by the NMR band shape analysis and found to be in the range 53.5-57.4 kJ/mol. Syntheses of four new compounds are described.
AB - The NMR spectra of several 1-oxa-11-azabicyclo [6,3,0]undecanes, with substituents at 2 and 3 positions, showed the presence of two isomers of unequal populations at -50 degrees C. The major isomer is shown to be the trans conformer which is in equilibrium with a minor isomer (cis conformer) by a relatively slow nitrogen inversion process. The barriers to nitrogen inversion were determined by the NMR band shape analysis and found to be in the range 53.5-57.4 kJ/mol. Syntheses of four new compounds are described.
M3 - Article
SN - 1205-6685
JO - Canadian Journal of Analytical Sciences and Spectroscopy
JF - Canadian Journal of Analytical Sciences and Spectroscopy
ER -