82880-18-0Relevant academic research and scientific papers
Mass Spectrometric Investigation of Nitrogen Compounds, XXXV. Phenyl-substituted 2-Azaallenium Ions in the Gas Phase
Wuerthwein, Ernst-Ullrich,Halim, Herman,Schwarz, Helmut,Nibbering, Nico M. M.
, p. 2626 - 2634 (2007/10/02)
The gas phase chemistry of metastable phenyl-substituted 2-azaallenium ions (2a, b, c) is characterized by intramolecular electrophilic substitution reactions; these processes are energetically favoured in comparison with various phenyl and hydrogen migrations, in spite of the fact that the latter may give rise to the formation of more stable intermediates (nitrilium ions).As a direct consequence of the electrophilic substitution, 2a, c decompose via loss of HCN, whereas from 2b PhCN is eliminated unimolecularly.The combination of experimental investigations, employing - and -labelled precursors, and MNDO calculations allows to give a detailed description of the chemistry of isolated 2a, b, c cations.
