Abstract
Effect of supramolecular systems, in particular β-cyclodextrin, in the reaction of direct electrochemical carboxylation of α-bromoethylbenzene and 1-(4-isobutylphenyl)ethyl chloride is studied. It is shown that there is an in-principle possibility to perform enanthioselective synthesis in the reaction of direct reduction of aryl bromide with subsequent chemical reaction of electrophilic attachment of carbon dioxide. Effect of the substrate nature on the yield of enanthiomers in the electrocarboxylation conditions is demonstrated. It is found that β-cyclodextrin has no impact on the enanthiomer composition of the carboxylation products of aryl chloride, which undergoes reduction at higher cathodic potentials.
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Stepanov, A.A., Volodin, Y.Y., Grachev, M.K. et al. Reactions of Direct Electrocarboxylation of 1-Phenylethylbromide and 1-(4-Isobutylphenyl)ethyl Chloride in the Presence of β-Cyclodextrin. Russian Journal of Electrochemistry 38, 1346–1352 (2002). https://doi.org/10.1023/A:1021629007747
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DOI: https://doi.org/10.1023/A:1021629007747