Title
Radical processes in remote charge fragmentations of lithiumcationized long-chain alkenyl salicylic acids Radical processes in remote charge fragmentations of lithiumcationized long-chain alkenyl salicylic acids
Author
Faculty/Department
Faculty of Pharmaceutical, Biomedical and Veterinary Sciences. Pharmacy
Publication type
article
Publication
Chichester ,
Subject
Physics
Chemistry
Biology
Source (journal)
Biological mass spectrometry. - Chichester, 1991 - 1994
Volume/pages
23(1994) , p. 20-26
ISSN
1052-9306
ISI
A1994MP05100004
Carrier
E
Target language
English (eng)
Full text (Publishers DOI)
Affiliation
University of Antwerp
Abstract
Multistep radical processes are proposed to rationalize the formation of product ions formed by collisionally induced and spontaneous fragmentation of lithium-cationized 6-alkenyl and 6-alkadienyl salicylic acids. An important step in these processes consists of a homolytic C-H cleavage, a mechanism which is consistent with the charge-remote concept. Evidence is given by the observation that the fragmentation of ions formed by the loss of a hydrogen radical is similar to that found for the precursor [M-H+2Li](+) ions. The proposed mechanisms also explain very well the observed enhanced abundances of ions whose formation involves formal benzylic, homobenzylic and homoallylic cleavages. The enhanced abundance of ions whose formation involves formal allylic cleavages can be readily rationalized by resonance stabilization of intermediate allylic radical ions.
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