Elimination vs substitution reaction. A dichotomy between Brønsted-Lowry and Lewis basicity

Org Lett. 2015 Feb 20;17(4):767-9. doi: 10.1021/ol5034628. Epub 2015 Jan 29.

Abstract

The Brønsted-Lowry and Lewis basicity dichotomy in the elimination vs substitution reaction competition is analyzed in terms of a novel Brønsted-Lowry-Lewis basicity ωp/e. This new index unifies the dichotomy and explains the competition between elimination and substitution mechanisms of alkyl centers with para-substituted phenols.