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Intra‐ and interannular substituent migration and intramolecular ipso substitution of biphenyl derivatives in mass spectrometry
Author(s) -
Tu YaPing,
Liu YaQin,
Liu ShuYing
Publication year - 1995
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.1290090408
Subject(s) - chemistry , substituent , biphenyl , biphenylene , intramolecular force , mass spectrometry , alkyl , medicinal chemistry , stereochemistry , organic chemistry , chromatography , phenylene , polymer
Abstract Biphenyl derivatives undergo extensive intraannular substituent migrations and subsequent intramolecular ipso substitutions giving rise to a fluorenyi cation and a biphenylene radical cation as common products in mass spectrometry. For biphenyls bearing an alkyl group, interannular substituent migration resulting in a substituted tropylium ion is also observed. Electron‐withdrawing groups are found to be much more favourable to these reactions than the electron‐donating ones.