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Synfacts 2025; 21(07): 697
DOI: 10.1055/a-2601-5775
Metals in Synthesis

A Shocking Advance in Palladium-Catalyzed Carbonylation

Contributor(s):
Mark Lautens 
,
Andrew G. Durant
Lagueux-Tremblay P-L, Tam KM, Jiang M, Arndtsen BA *. McGill University, Montreal, Canada
Electrifying Redox-Neutral Palladium-Catalyzed Carbonylations: Multielectron Transfer as a Catalyst Driving Force.

J. Am. Chem. Soc. 2025;
147: 17239-17250
DOI: 10.1021/jacs.5c03354
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Keywords

palladium - electrochemistry - carbonylation - redox chemistry

Significance

The Arndtsen group reports on the electrochemical palladium-catalyzed carbonylation reaction. Through the use of electrochemistry, they successfully oxidize a palladium(II) to a palladium(IV) intermediate to promote the reductive elimination of an acid chloride which reacts with a nucleophile. The resulting palladium(II) species is then reduced back to the original palladium(0) to complete the catalytic cycle.


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Comment

The use of electrochemistry allowed the Arndtsen group to use a palladium 0 /II/IV/II cycle, which facilitates both oxidative addition and reductive elimination, two steps that usually have opposite requirements. Numerous mechanistic experiments involving CV and DOSY indicate that both the oxidation and reduction are 2 e– processes.


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Publication History

Article published online:
23 June 2025

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