7678-95-7Relevant articles and documents
Cathodic Birch Reduction of Methoxyaromatics and Steroids in Aqueous Solution
Kariv-Miller, Essie,Swenson, Karl E.,Zemach, Dvora
, p. 4210 - 4214 (1983)
The electroreduction of methoxybenzene, 1,2,3,4-tetrahydro-6-methoxynaphthalene, and several aromatic steroids using aqueous tetrabutylammonium hydroxide solutions is described.The reactions proceed in high yields, and the corresponding dihydro products are formed.Temperature and electrolyte concentration were found to have a strong effect on the reaction rate.A direct electron transfer to the aromatics is unlikely, and a possible reduction mechanism involving the intermediacy of tetrabutylammonium amalgam is proposed.
Organophosphorus Redox Systems
Kaim, Wolfgang,Lechner-Knoblauch, Ulrike,Haenel, Peter,Bock, Hans
, p. 4206 - 4208 (2007/10/02)
Redox systems involving R2P-, R2P(X)-, and R3P+ -substituted benzenes and biphenyls have been studied by cyclic voltammetry in dimethylformamide.The first one-electron reduction was found to be reversible in several instances, and stable radical anions, cations and uncharged radicals were detected by high-resolution electron spin resonance.The second reduction step was found to be irreversible in all cases investigated.The electrochemical and spectroscopic data illustrate the considerable difference in acceptor strength between R2P and R3P+ substituents; MO calculations of the radical species give a quantitative measure for this difference and for the overall substituent effects.A comparison is made between the organophosphorus redox systems presentented and the quinone/hydroquinone redox systems.