Photoelectron spectroscopic studies of some 2-azabicyclo[2.2.2]octan-5-one and bicyclo[2.2.2]octanone derivatives

Abstract

The He^I photoelectron spectra of several 2-ethoxycarbonyl-2-azabicyclo[2.2.2]octane and bicyclo[2.2.2]octanone derivatives have been measured. The low ionization potentials of these compounds are well characterised by comparison with the results of HAM/3 molecular orbital calculations. In particular, a significant interaction is observed between the nitrogen lone-pair and the carbonyl oxygen at C-5 of 2-ethoxycarbonyl-2-azabicyclo[2.2.2]octan-5-one