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Loss of CO from the molecular ions of o-, m- and p-anisoyl fluorides, CH3OC6H4COF, with fluorine atom migration

✍ Scribed by Susumu Tajima; Seiji Tobita; Motohiro Mitani; Kazuko Akuzawa; Hideo Sawada; Masaharu Nakayama

Publisher
John Wiley and Sons
Year
1991
Tongue
English
Weight
309 KB
Volume
26
Category
Article
ISSN
1076-5174

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✦ Synopsis

Abstract

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.

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