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- W1563657195 abstract "Abstract Electrocatalysis in micelles enables difficult redox reactions of non-polar substrates to be done in aqueous media, and may lead to altered kinetics compared to isotropic solvents. Herein we report quantitative reduction of 4-bromobiphenyl (4-BB) to biphenyl in cationic micelles (0.1 M cetyltrimethyl-ammonium bromide, CTAB) by electrochemically generated anion radicals of 9-phenylanthracene (9-PA). In addition to electrocatalysis of the reduction of 4-BB, the reaction involves micellar catalysis of the forward electron transfer between 4-BB and the anion radical of 9-PA. Compartmentalization of reactants in a hydrophobic aggregate phase at the electrode increases the effective rate constant for the forward electron transfer from 300 M− s− in DMF to about 107M−1 s−1 in 0.1 M CTAB. Contrary to DMF, in which the above reaction is rate determining, decomposition of the 4-BB anion radical product of this step exerts kinetic influence on voltammetric curves in CTAB. The positive surface potential of the aggregate and hydrophobic interactions stabilize the 9-PA anion radical against side reactions so that it can react with aggregate-bound 4-BB. Conversely, in non-ionic micelles of Igepal, competition between debromination of substrate and decomposition of the 9-PA anion radical diminished yields of biphenyl greatly." @default.
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- W1563657195 date "1988-01-01" @default.
- W1563657195 modified "2023-10-06" @default.
- W1563657195 title "Electrocatalytic reactions in organized assemblies" @default.
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- W1563657195 doi "https://doi.org/10.1016/0022-0728(88)80323-1" @default.
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