Benzene loss from trityl cations--a mechanistic study

Journal of the American Society for Mass Spectrometry
Chagit Denekamp, Moran Yaniv

Abstract

Triarylmethyl cations eliminate substituted benzene in the gas phase, upon activation. The mechanism of this process has been studied using deuterium labeling, substituent effects, and density functional theory calculations. It is shown that this apparently simple dissociation is in fact a complicated stepwise process that involves several consecutive hydride shifts. The combination of experimental evidence and computational results leads to a clear description of transition states and reaction intermediates.

References

Mar 29, 2002·Journal of Mass Spectrometry : JMS·Chagit Denekamp, Amnon Stanger
Oct 9, 2002·Angewandte Chemie·Dietmar Heidrich
May 13, 2003·Chemistry : a European Journal·Antonello FilippiMaurizio Speranza
Jul 3, 2003·Journal of the American Society for Mass Spectrometry·Chagit DenekampYonit Horev
Feb 24, 2006·Angewandte Chemie·Chagit Denekamp, Yana Sandlers
Jan 1, 1996·Mass Spectrometry Reviews·S Fornarini

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Citations

Jan 31, 2013·Journal of the American Society for Mass Spectrometry·Cheng GuoYuanjiang Pan
Jan 31, 2007·Journal of Mass Spectrometry : JMS

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