Redox systems involving R2P-, R2P(X)-, and R3P+-substituted benzenes and biphenyls (R = Me, Ph) have been studied by cyclic voltammetry in DMF. The first one-electron redn. is reversible in several instances, and stable radical anions, cations, and uncharged radicals were detected by high-resoln. ESR. The second redn. step is irreversible in all cases investigated. The electrochem. and spectroscopic data illustrate the considerable difference in acceptor strength between R2P and R3P+ substituents; MO calcns. of the radical species give a quant. measure of this difference and of the overall substituent effects. A comparison is made between the organophosphorus redox systems presented and the quinone/hydroquinone redox systems. on SciFinder(R)
%0 Journal Article
%1 Kaim.1983e
%A Kaim, Wolfgang
%A Lechner-Knoblauch, Ulrike
%A Haenel, Peter
%A Bock, Hans.
%D 1983
%J Journal of Organic Chemistry
%K benzene biphenyl phosphorus redox system
%N 23
%P 4206--4209
%R 10.1021/jo00171a010
%T Organophosphorus redox systems
%V 48
%X Redox systems involving R2P-, R2P(X)-, and R3P+-substituted benzenes and biphenyls (R = Me, Ph) have been studied by cyclic voltammetry in DMF. The first one-electron redn. is reversible in several instances, and stable radical anions, cations, and uncharged radicals were detected by high-resoln. ESR. The second redn. step is irreversible in all cases investigated. The electrochem. and spectroscopic data illustrate the considerable difference in acceptor strength between R2P and R3P+ substituents; MO calcns. of the radical species give a quant. measure of this difference and of the overall substituent effects. A comparison is made between the organophosphorus redox systems presented and the quinone/hydroquinone redox systems. on SciFinder(R)
@article{Kaim.1983e,
abstract = {Redox systems involving R2P-, R2P(X)-, and R3P+-substituted benzenes and biphenyls (R = Me, Ph) have been studied by cyclic voltammetry in DMF. The first one-electron redn. is reversible in several instances, and stable radical anions, cations, and uncharged radicals were detected by high-resoln. ESR. The second redn. step is irreversible in all cases investigated. The electrochem. and spectroscopic data illustrate the considerable difference in acceptor strength between R2P and R3P+ substituents; MO calcns. of the radical species give a quant. measure of this difference and of the overall substituent effects. A comparison is made between the organophosphorus redox systems presented and the quinone/hydroquinone redox systems. [on SciFinder(R)]},
added-at = {2019-07-15T13:41:23.000+0200},
author = {Kaim, Wolfgang and Lechner-Knoblauch, Ulrike and Haenel, Peter and Bock, Hans.},
biburl = {https://puma.ub.uni-stuttgart.de/bibtex/2259b07d2bd251f143d281521ba0d7203/b_schwederski},
doi = {10.1021/jo00171a010},
interhash = {ab5308bb8f42309073d8de042e99e067},
intrahash = {259b07d2bd251f143d281521ba0d7203},
issn = {0022-3263},
journal = {Journal of Organic Chemistry},
keywords = {benzene biphenyl phosphorus redox system},
number = 23,
pages = {4206--4209},
timestamp = {2019-07-15T11:42:10.000+0200},
title = {Organophosphorus redox systems},
volume = 48,
year = 1983
}
