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Intermediate and reaction mechanism of the electroreductive coupling of activated olefins and alkyl dihalides using the sacrificial anode process

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Abstract

The electroreductive coupling of activated olefins and 1–3 dibromide reported in a previous paper leads to a cyclic product when the reaction is carried out in an undivided cell in NMP and in the presence of a sacrificial aluminum anode, but not in a divided cell A mechanistic study has been made to explain the discrepancy between the two methods. We report here that in the undivided cell and in the presence of anodically generated aluminum ions the electroreduction of activated olefins mainly lead to a dianion, while a radical anion is the main reactive species under the other experimental conditions.

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Lachaise, I., Lu, Y.W., Nédélec, J.Y. et al. Intermediate and reaction mechanism of the electroreductive coupling of activated olefins and alkyl dihalides using the sacrificial anode process. Res Chem Intermed 15, 253–260 (1991). https://doi.org/10.1163/156856791X00363

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  • DOI: https://doi.org/10.1163/156856791X00363

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