σI Values for heterocycles
Abstract
Charton's relation, that the pKa values of substituted guanidines are solely a function of σI, has been vindicated in a comprehensive study involving many more compounds. The resulting equation has been used, in conjunction with the pKa values of a range of guanidinoheterocycles, to derive the σI values for a number of heteroaryl substituents. Trends among the data are discussed; some apparent anomalies are noted and explained.