Premium
The First Spectroscopic Identification of an Enol Radical Cation in Solution: The Anisyl‐dimesitylethenol Radical Cation
Author(s) -
Schmittel Michael,
Gescheidt Georg,
Röck Maik
Publication year - 1994
Publication title -
angewandte chemie international edition in english
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 0570-0833
DOI - 10.1002/anie.199419611
Subject(s) - chemistry , enol , radical ion , deprotonation , photochemistry , nucleophile , keto–enol tautomerism , kinetic isotope effect , hydroxyl radical , ribonucleotide reductase , medicinal chemistry , radical , organic chemistry , ion , catalysis , biochemistry , physics , tautomer , deuterium , quantum mechanics , protein subunit , gene
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.