Correlation between alkyl cation affinities and proton affinities—a means to rationalise alkyl group substituent effects

Eur. J. Mass Spectrom. 6, 131–134 (2000)
DOI: 10.1255/ejms.324

Correlation between alkyl cation affinities and proton affinities—a means to rationalise alkyl group substituent effects

Einar Uggerud
Department of Chemistry, University of Oslo, PO Box 1033 Blindern, N-0315 Oslo, Norway. E-mail: einar.uggerud@kjemi.uio.no

ABSTRACT:

Using literature thermochemical data it is demonstrated that the known linear relationship between proton affinities and methyl cation affinities can be extended to other alkyl groups (ethyl, i-propyl, t-butyl). It is suggested that the slopes of the straight lines can be used to define a new set of alkyl substituent constants.

Keywords: physical organic chemistry, substituent constant, inductive effect, Lewis acid

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