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Harnessing applied potential: selective β-hydrocarboxylation of substituted olefins

journal contribution
posted on 29.01.2020 by Anas Alkayal, Vlod Tabas, Stephanie Montanaro, Iain Wright, Andrei Malkov, Benjamin Buckley
The construction of carboxylic acid compounds in a selective fashion from low value materials such as alkenes remains a long-standing challenge to synthetic chemists. In particular, β-addition to styrenes is underdeveloped. Herein we report a new electrosynthetic approach to the selective hydrocarboxylation of alkenes that overcomes the limitations of current transition metal and photochemical approaches. The reported method allows unprecedented direct access to carboxylic acids derived from β,β-trisubstituted alkenes, in a highly regioselective manner.

Funding

EPSRC CO2Chem Grand Challenge Network

History

School

  • Science

Department

  • Chemistry

Published in

Journal of the American Chemical Society

Volume

142

Issue

4

Pages

1780 - 1785

Publisher

American Chemical Society

Version

AM (Accepted Manuscript)

Rights holder

© American Chemical Society

Publisher statement

This document is the Accepted Manuscript version of a Published Work that appeared in final form in Journal of the American Chemical Society, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see https://pubs.acs.org/doi/10.1021/jacs.9b13305.

Publication date

2020-01-21

Copyright date

2020

ISSN

0002-7863

eISSN

1520-5126

Language

en

Depositor

Dr Benjamin Buckley. Deposit date: 28 January 2020

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