Direct Electrochemical Carboxylation of Benzylic C–N Bonds with Carbon Dioxide

We report a direct and efficient electrochemical carboxylation of benzylic C-N bonds with CO₂ at room temperature. The reaction has been successfully applied to both primary and secondary benzylic C-N bonds with the compatibility of a variety of functional groups. This procedure does not require sto...

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Bibliographic Details
Main Authors: Yang, Dengtao, Zhu, Minghui, Schiffer, Zachary J., Williams, Kindle, Song, Xiaojie, Liu, Xiaohui, Manthiram, Karthish
Other Authors: Massachusetts Institute of Technology. Department of Chemical Engineering
Format: Article
Language:English
Published: American Chemical Society (ACS) 2020
Online Access:https://hdl.handle.net/1721.1/125787
Description
Summary:We report a direct and efficient electrochemical carboxylation of benzylic C-N bonds with CO₂ at room temperature. The reaction has been successfully applied to both primary and secondary benzylic C-N bonds with the compatibility of a variety of functional groups. This procedure does not require stoichiometric metals, external reducing agents, or sacrificial anodes, making column chromatography unnecessary for product purification. Differential electrochemical mass spectrometry (DEMS) was used to elucidate key intermediates of the electrocarboxylation reaction.