Abstract
Fast release of biological stimulants is needed to monitor physiological response in real time.1 p-Hydroxyphenacyl (pHP) phototriggers meet this requirement. Moreover, the side products are biologically compatible and transparent to excitation wavelengths >300 nm.2 Knowledge of the release rate is essential to biophysical applications. Givens et al. identified a short-lived triplet state as the reactive excited state of pHP phosphates and carboxylates on the basis of quenching experiments.2 In a recent study of pHP esters Zhang et al.3a questioned that evidence and favored a singlet mechanism. Here, we prove that the reactive excited state of pHP diethyl phosphate (1) is a very short-lived triplet state and we provide direct evidence for adiabatic tautomerization of p-hydroxyacetophenone and its derivatives in the triplet state.
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