Anodic oxidation of N-N-dimethyl-1-napthylamine (DMN) in acetonitrile. On a novel homogeneous redox reaction between DMN and the reaction product
1988; Elsevier BV; Volume: 33; Issue: 7 Linguagem: Inglês
10.1016/0013-4686(88)80081-1
ISSN1873-3859
AutoresM.C. Miras, Juana J. Silber, Leonides Sereno,
Tópico(s)Electrochemical sensors and biosensors
ResumoThe electrochemical oxidation of N,N-dimethyl-1-naphthylamine (DMN) has been studied at the platinum electrode in acetonitrile by cyclic voltammetry, controlled potential electrolysis and spectroscopic methods. In neutral medium a complex ECE type of mechanism is inferred. The action radical produced in the first charge transfer step dimerizes by C4-C′4 coupling giving N,N,N′,N′-tetramethyl-1-naphthidine (TMN) which oxidizes further to dication (TMN2+). The mechanism of reaction is discussed. The studies in acid medium confirm the proposals. An interesting feature was observed in the studies with addition of bases: pyridine (Py) and 2,6-lutidine. The cyclic voltammograms in the presence of these bases show an unusual curve crossing. This curve crossing diminishes with scan rate and increases with Py concentration. Several evidences allowed us to propose that this effect is due to an homogeneous redox reaction between TMN2+ and DMN coupled to the previously described ECE mechanism.
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