Issue 44, 2024

Redox-neutral decarboxylative coupling of fluoroalkyl carboxylic acids via dual metal photoelectrocatalysis

Abstract

Given the importance and beneficial characteristics of aliphatic CF3 chiral compounds in modern chemistry, efficient strategies for their synthesis are highly sought after. While α-CF3 carboxylic acid is an emerging and easily accessible CF3-containing synthon, its use as a source of fluoroalkyl is highly challenging due to its high oxidation potential. Herein, we disclose a photoelectrocatalytic method for the direct and enantioselective decarboxylative cross-coupling of α-CF3 carboxylic acids. Key to our approach is the strategic integration of the LMCT-induced decarboxylative process with classical nickel catalysis. This strategy enables the efficient synthesis of aliphatic chiral CF3 compounds with a broad range of substrates.

Graphical abstract: Redox-neutral decarboxylative coupling of fluoroalkyl carboxylic acids via dual metal photoelectrocatalysis

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Article information

Article type
Edge Article
Submitted
07 Sep 2024
Accepted
09 Oct 2024
First published
12 Oct 2024
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY license

Chem. Sci., 2024,15, 18497-18503

Redox-neutral decarboxylative coupling of fluoroalkyl carboxylic acids via dual metal photoelectrocatalysis

Y. Wu, X. Wang, Z. Wang and C. Chen, Chem. Sci., 2024, 15, 18497 DOI: 10.1039/D4SC06057A

This article is licensed under a Creative Commons Attribution 3.0 Unported Licence. You can use material from this article in other publications without requesting further permissions from the RSC, provided that the correct acknowledgement is given.

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