Protonation of conjugated carbonyl groups in sulfuric acid solutions. II. Protonation and basicity of α,β-unsaturated alicyclic ketones

Abstract

The protonation of 14 α,β-unsaturated alicyclic ketones, B, by sulfuric acid leads to values of log [B]/[BH+] which, when plotted against the amide acidity function, HA, give straight lines of unit slope. The [Formula: see text] values thus obtained show substituent effects which are additive and can be interpreted in terms of polar and resonance effects.