Journal of Organic Chemistry p. 4206 - 4208 (1983)
Update date:2022-08-03
Topics:
Kaim, Wolfgang
Lechner-Knoblauch, Ulrike
Haenel, Peter
Bock, Hans
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.
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