Abstract The kinetics of the reactions of different heterocyclic anions derived from imidazoles, purines, pyrimidines, and related compounds with benzhydrylium ions and structurally related quinone methides have been studied in DMSO and water. The second- order rate constants (log k 2) correlated linearly with the electrophilicity parameters E of the electrophiles according to the correlation log k 2= s N (N+E)(H. Mayr, M. Patz, Angew. ...