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Loss of CO from the molecular ions of o ‐, m ‐ and p ‐anisoyl fluorides, CH 3 OC 6 H 4 COF, with fluorine atom migration
Author(s) -
Tajima Susumu,
Tobita Seiji,
Mitani Motohiro,
Akuzawa Kazuko,
Sawada Hideo,
Nakayama Masaharu
Publication year - 1991
Publication title -
organic mass spectrometry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.475
H-Index - 121
eISSN - 1096-9888
pISSN - 0030-493X
DOI - 10.1002/oms.1210261122
Subject(s) - fluorine , benzene , chemistry , fluoride , ion , ring (chemistry) , atom (system on chip) , medicinal chemistry , polyatomic ion , mass spectrometry , inorganic chemistry , crystallography , organic chemistry , chromatography , computer science , embedded system
Loss of CO from the molecular ions ([CH 3 OC 6 H 4 COF] + ˙) of o ‐, m ‐ and p ‐anisoyl fluorides has been investigated by mass‐analysed ion kinetic energy (MIKE) spectrometry. This reaction involves fluorine atom migration from the carbonyl group to the benzene ring. In the cases of o ‐ and p ‐anisoyl fluorides, the fluorine atom migrates via a three‐membered transition state to form the molecular ions ([CH 3 OC 6 H 4 F] + ˙) of o ‐ and p ‐fluoroanisoles, respectively. On the other hand, in the case of m ‐anisoyl fluoride, the fluorine atom migrates from the carbonyl group to the benzene ring via a three‐ or four‐membered transition state.