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Published May 3, 2019 | Version Supplemental Material
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Direct Electrochemical Carboxylation of Benzylic C–N Bonds with Carbon Dioxide

Creators

  • 1. ROR icon Massachusetts Institute of Technology
  • 2. ROR icon East China University of Science and Technology

Abstract

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.

Additional Information

© 2019 American Chemical Society. Received2 4 February 2019. Revised 6 April 2019. Published online 11 April 2019. Published in issue 3 May 2019. We gratefully acknowledge financial support from the MIT Energy Initiative Low Carbon Energy Center on Carbon Capture, Utilization, and Storage. We thank IKA for the donation of ElectraSyn 2.0. The authors declare no competing financial interest.

Attached Files

Supplemental Material - cs9b00818_si_001.pdf

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cs9b00818_si_001.pdf

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Additional details

Additional titles

Alternative title
Direct Electrochemical Carboxylation of Benzylic C-N Bonds with Carbon Dioxide

Identifiers

Eprint ID
114619
DOI
10.1021/acscatal.9b00818
Resolver ID
CaltechAUTHORS:20220505-565287000

Funding

Massachusetts Institute of Technology (MIT)

Dates

Created
2022-05-06
Created from EPrint's datestamp field
Updated
2022-05-06
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