Redox chemistry and interaction of 5-​hydroxy-​1,​4-​naphthoquinone (juglone) with hydroxide ion in dimethyl sulfoxide

Arancibia, Veronica; Bodini, Mario

Abstract

The redox behavior and the interaction with OH-​ of juglone in DMSO has been studied by cyclic voltammetry, controlled-​potential electrolysis, UV, and magnetic susceptibility measurements. The interaction of the semiquinone with mol. oxygen generates the quinone and superoxide ion. The latter is a very strong base in DMSO and causes the dissocn. of the proton corresponding to the OH group in position 5. The resulting anion presents a redn. peak at -​1.12 V vs. SCE, generating the dianion of protonated juglone.

Más información

Título de la Revista: Anales de Quimica, Serie C: Quimica Organica y Bioquimica
Volumen: 84
Número: 1
Fecha de publicación: 1988
Página de inicio: 26
Página final: 30
Idioma: English
Notas: ISI