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Electrochemical Oxidation of 1‐( p ‐Dimethylaminophenyl)‐3,3‐dimethyltriazene—Cyclic Voltammetric Detection of a Triazene Radical Cation and Dication
Author(s) -
Gollas Bernhard,
Speiser Bernd
Publication year - 1992
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.199203321
Subject(s) - dication , triazene , chemistry , cyclic voltammetry , radical ion , electrochemistry , photochemistry , ion , medicinal chemistry , inorganic chemistry , electrode , organic chemistry
Two one‐electron transfers during the electrochemical oxidation of triazene 1 (R = (CH 3 ) 2 N) lead to a relatively stable radical cation 1 •+ , and thereafter to a dication 1 2 + . The radical cation decomposes with the loss of N 2 to give the well‐known Wursters Blue radical cation; the dication decomposes with cleavage of the NN bond to form the corresponding diazonium ion. The first proof of the primary oxidation products of the carcinogenic triazenes, which are nevertheless also used for chemotherapy, was obtained with cyclic voltammetry and ESR spectroscopy.