Relative stabilities of carbonium ions in the gas phase and solution. Comparison of cyclic and acyclic alkylcarbonium ions, acyl cations and cyclic halonium ions

Abstract

Carbonium ion stabilities were assessed by comparing their R-Br heterolytic bond dissociation energies. Preliminary data were tabulated for a series of carbonium ions using bromide affinities as reference. Heats of ionization of RBr in HSO/sub 3/F were obtained from the literature, and the heats of solvation for R/sup +/ + Br/sup +/ in HSO/sub 3/F were calculated and tabulated for the carbonium ions studied. The effect of solvation on relative carbonium ion stabilities can be estimated from the data. (DDA)