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Eur. J. Mass Spectrom. 3, 361–365 (1997)
DOI: 10.1255/ejms.168

Hydrogen–carbon, carbon–carbon double rearrangement induced by proximity effect in alkyldiaryl- and triarylmethyl cations

Maria Concetta Natoli
Dipartimento di Chimica Organica “E. Paternò”, via Archirafi 20, I-90123-Palermo, Italy.
Leopoldo Ceraulo, Mirella Ferrugia and Liliana Lamartina
Dipartimento di Chimica e Tecnologie Farmaceutiche, via Archirafi 32, I-90123-Palermo, Italy.

ABSTRACT:
The double rearrangement process affording benzyl (or tropylium) ions, which constitutes the main fragmentation reaction for 2-alkylheterodiphenylmethyl cations, is also observed in the presence of a further substituent (alkyl or aryl) linked to the benzylic carbon. This process is still responsible for important peaks in the mass spectra.

Keywords: mass spectrometry, double rearrangement, alkyldiaryl cation, triarylmethyl cation, deuterium labelling, proximity effect.

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