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The electron‐induced fragmentation of large ring cycloalkylamines. Intramolecular reactions between radical and immonium within distonic ions
Author(s) -
Boukobbal B.,
Lefèvre O.,
Longevialle P.,
Bouchoux G.
Publication year - 1991
Publication title -
rapid communications in mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.528
H-Index - 136
eISSN - 1097-0231
pISSN - 0951-4198
DOI - 10.1002/rcm.1290050707
Subject(s) - chemistry , fragmentation (computing) , radical , reactivity (psychology) , intramolecular force , ion , photochemistry , radical ion , radical cyclization , ring (chemistry) , medicinal chemistry , computational chemistry , stereochemistry , organic chemistry , pathology , medicine , alternative medicine , computer science , operating system
The unimolecular reactivity of molecular radical cations of secondary and tertiary cycloalkylamines in the gas phase is explained by the reactivity of the radical. Two competing reactions are crucial: the displacement of the radical along the hydrocarbon chanin by hydrogen transfers leading to a series of distonic ions, and the reaction of the radical with the immonium group, in each distonic ion, leading to cyclic structures. The resulting rearranged parent ions fragment subsequently by losing homelogous alkyl radicals.