Abstract
In order to study the reactivity of the twisted intramolecular charge-transfer (TICT) state of p-cyano- N, N-dimethylaniline (CDMA) the kinetics of quenching by halogen anions have been investigated. Two different mechanisms are evident: one for the case of I − and another for Cl −, OH − and F −. Extending the study to suitable model compounds shows that (i) the quenching of the TICT states follows the rules of reactivity of hard and soft acids and bases; (ii) the data support the supposed molecular structure of the TICT states of D—A molecules, where D̊ + may be treated as either a hard or a soft acid depending on the localization or diffusion of the positive charge.
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