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- W4232296960 abstract "Haloaromatics, ArX, can be divided into two main classes according to their electrochemical behavior. In the first one, the apparent number of electrons is two and the reduction consists in an hydrogenolysis of the carbon-halogen bond leading quantitatively to ArH. In the second group the number of electrons per molecule is less than two and the yield in ArH is significantly less than 100%. 4-Bromobenzophenone was selected as a model compound for a detailed study of this latter behavior. Besides ArH five other reaction products were identified and titrated in the electrolyzed solution. A reduction mechanism accounting for the nature and yields of the reaction products is proposed on the basis of polarographic, voltammetric and coulometric data, on deuteration experiments and on a careful analysis of product distribution. It involves, after dehalogenation of the initial anion radical, Ar. hydrogen atom abstraction from the solvent. The solvent radical thus formed is reduced into the corresponding anion which adds to Ar. leading to a solvent substituted benzophenone anion radical which then evolves to various secondary products. Competition between H-atom transfer, electrode and solution electron transfer and addition of a solvent molecule is discussed as a function of the structure of the substrate." @default.
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- W4232296960 date "1978-05-25" @default.
- W4232296960 modified "2023-10-01" @default.
- W4232296960 title "Hydrogen atom abstraction and solvent involvement in the electrochemistry of haloaromatics reduction of 4-bromobenzophenone in dimethylsulfoxide" @default.
- W4232296960 doi "https://doi.org/10.1016/0368-1874(78)87156-1" @default.
- W4232296960 hasPublicationYear "1978" @default.
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