Interaction between the carbonyl group and a sulphur atom. Part 8. Correlation between the basicity constants, corrected for steric effects, and Taft σ* values for some ketones and nitriles

Abstract

The basicity constants for a number of ketones, corrected for the steric effects of α-substituents, were plotted against the corresponding ionisation potentials of the carbonyl oxygen lone pair orbitals to give a linear relationship. A plot of log K_as+δE_s against Taft δ* values for the same ketones indicates an interaction for the α-sulphur and α-oxygen substituted ketones. A similar plot for a series of nitriles suggests an interaction in α-sulphur-substituted nitriles.