Mechanism of the electrochemical reduction of benzyl chlorides catalysed by Co(salen) |
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Authors: | Abdirisak Ahmed Isse Armando Gennaro Elio Vianello |
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Institution: | Dipartimento di Chimica Fisica, Universitá di Padova, via Loredan 2, 35131, Padova, Italy |
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Abstract: | The electrochemical reduction of benzyl and 4-(trifluoromethyl)benzyl chlorides catalysed by Co(salen) (H2salen, N,N′-bis(salicylidene)-ethane-1,2-diamine) was studied in acetonitrile. Electrogenerated (Co1(salen))? reacts with the halide to give an organocobalt(III) complex. Further one-electron reduction of the latter yields an unstable intermediate that undergoes rapid decomposition by cleavage of the Co![/>C bond. The mechanism of bond breaking in the one-electron-reduced organocobalt(II) complex was investigated. The results of preparative-scale electrolysis on solutions containing Co(salen) and benzyl chloride, performed under different experimental conditions, in particular in the presence of radical or carbanion scavengers, indicate homolytic cleavage of the Co<img style=](https://sdfestaticassets-us-east-1.sciencedirectassets.com/shared-assets/16/entities/sbnd) | |
Keywords: | Benzyl chlorides Electrocatalytic reduction Homolytic bond breaking |
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