One-Electron and Two-Electron Redox Switch in the Reactions of 1,5-Dihydroflavin and Quinones Controlled by Acid and Base in Acetonitrile

Article abstract of DOI:10.1246/cl.1992.2269

The acid-catalyzed reactions of 1,5-dihydroriboflavin-2',3',4',5'-tetraacetate (FlH2) with quinones (Q) result in the one-electron oxidation of FlH2 to FlH2^+* and the two-electron reduction of Q to hydroquinones (QH2) in the presence of HClO4 in acetonitrile.In the presence of Me4NOH, the base catalyzed reactions result in the two-electron oxidation of FlH2 to Fl and the one-electron reduction of Q to Q^-*.