TY  - JOUR
AB  - A series of alpha-chloro- and alpha-bromoketimines compounds (1-9) with different substituents at the alpha-position and at the imino group has been investigated by electron impact mass spectrometry as possible precursors of the correspondingly substituted alpha-imidoyl carbenium ion, an important class of destabilized carbenium ions.  The main fragmentation of the molecular ions of compounds 1-9 in the ion source corresponds to an alpha-cleavage at the imino group; however, fragment ions are also formed by loss of the alpha-halo substituent.  These fragment ions correspond at least formally to alpha-imidoyl carbenium ions.  Their further reactions in dependence on the type of substituents at the imino group and at the alpha-C atom, were studied by mass-analysed ion kinetic energy and collisional activation mass spectrometry.  The results agree with the initial formation of destabilized alpha-imidoyl carbenium ions but indicate an easy rearrangement of these ions in the presence of suitable alkyl substituents by 1,2- and 1,4-hydrogen shifts to more stable isomers.
DA  - 1991
DO  - 10.1002/oms.1210261014
LA  - eng
IS  - 10
M2  - 882
PY  - 1991
SN  - 0030-493X
SP  - 882-888
T2  - Organic Mass Spectrometry
TI  - Destabilized carbenium ions: [alpha]-imidoyl carbenium ions and the electron impact mass spectra of [alpha]-haloaldimines and [alpha]-haloketimines
UR  - https://nbn-resolving.org/urn:nbn:de:0070-pub-17834413
Y2  - 2024-11-22T04:48:55
ER  -