An NMR study of the nitrogen inversion process in 1-0xa-11-azabicyclo[6,3,0] undecanes

  • Said S. Al-Jarudi
  • , Sk Asrof Ali
  • , Herman P. Perzanowski
  • , Mohammed I.M. Wazeer*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

Abstract

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 isomer s of unequal populations at -50 °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.

Original languageEnglish
Pages (from-to)X-165
JournalCanadian Journal of Analytical Sciences and Spectroscopy
Volume42
Issue number6
StatePublished - 1997

Keywords

  • 1-oxa-11-azabicyclo[6,3,0]undecanes
  • C chemical shifts
  • Nitrogen inversion

ASJC Scopus subject areas

  • Analytical Chemistry
  • Atomic and Molecular Physics, and Optics
  • Spectroscopy

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