Deprotonation is the preferred reaction path for enol radical cations. This was shown by the characterization of the enol radical cation 1 in solution by ESR and ENDOR spectroscopy, cyclic voltammetric investigations, and measurement of the kinetic isotope effect. The mechanism of action of ribonucleotide reductase and diol dehydratase, which was formulated as nucleophilic attacks on enol radical cations, must therefore be reconsidered.
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Schmittel et al. (1994) studied this question.
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