Theoretical Re-Evaluation of the p-Donating Effect of Electron Withdrawing Substituents in the Conjugated Cationic Systems

초록

The p-donating effects of acceptor substituents are investigated theoretically using the high level ab initio calculations for the isodesmic reactions. Electron delocalization is enhanced in the cationic systems and also by accounting for electron correlation effect. The reaction energies (DH0), bond length changes (Dd) and electronic charge shifts (Dqp) do not provide a reliable measure of the p-donating ability of the acceptor substituents.