Organic Mass Spectrometry p. 572 - 577 (1985)
Update date:2022-09-26
Topics:
Baether, Wolfgang
Kuck, Dietmar
Gruetzmacher, Hans-Fr.
Metastable (3-phenyl-2-propynyl)benzenium ions, generated by electron impact induced fragmentation from the appropriately substituted 1,4-dihydrobenzoic acid, react by loss of .CH3 and C6H6.The study of deuterated derivatives reveals that hydrogen/deuterium exchanges involving all hydrogen and deuterium atoms precede the fragmentations.The results suggest a skeletal rearrangement by electrophilic ring-closure reactions giving rise to protonated phenylindene and protonated 9,10-methano-9,10-dihydroanthracene prior to the elimination of C6H6 and .CH3, respectively.A study of isomeric
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