AI Article Synopsis
- Electrochemical reduction paired with electrolysis enables effective deoxygenative reduction of ketones through the interaction with triphenylphosphine radical cations.
- Ketones form complexes that facilitate the reduction of carbonyl groups, leading to the cleavage of C-O bonds via spontaneous β-scission of phosphoranyl radicals.
- The resulting benzylic radicals can either abstract hydrogen or be reduced at the cathode, ultimately resulting in the reductive hydrogenation of ketones.
Article Abstract
Electrochemical reduction paired electrolysis has been used to achieve deoxygenative reduction of ketones. As a result of the complexing of ketones with the triphenylphosphine radical cation generated by anodic oxidation, the reduction of carbonyl groups occurs readily. Through spontaneous β-scission of phosphoranyl radicals, C-O bonds are cleaved to form benzylic radical intermediates. These radical species are either able to abstract hydrogen from MeCN or undergo reduction at the cathode to give carbanions, upon workup forming reductive hydrogenation of ketones.
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| http://dx.doi.org/10.1039/d2cc04548f | DOI Listing |
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