Selective α,δ-hydrocarboxylation of conjugated dienes utilizing CO2 and electrosynthesis |
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Authors: | Ahmed M Sheta Mohammad A Mashaly Samy B Said Saad S Elmorsy Andrei V Malkov Benjamin R Buckley |
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Institution: | Department of Chemistry Loughborough University, Ashby Road, Loughborough Leicestershire LE11 3TU UK.; Department of Chemistry, Damietta University, Damietta El-Gadeeda City, Kafr Saad, Damietta Governorate 34511 Egypt ; Department of Chemistry, Mansoura University, 25 El Gomhouria St, Dakahlia Governorate 35516 Egypt |
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Abstract: | To date the majority of diene carboxylation processes afford the α,δ-dicarboxylated product, the selective mono-carboxylation of dienes is a significant challenge and the major product reported under transition metal catalysis arises from carboxylation at the α-carbon. Herein we report a new electrosynthetic approach, that does not rely on a sacrificial electrode, the reported method allows unprecedented direct access to carboxylic acids derived from dienes at the δ-position. In addition, the α,δ-dicarboxylic acid or the α,δ-reduced alkene can be easily accessed by simple modification of the reaction conditions.Selective electrosynthetic α,δ-hydrocarboxylation of 1,3-dienes is reported, utilising non-sacrificial electrodes that provide access to the previously challenging δ-carboxylated regioisomer. |
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