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Synfacts 2023; 19(09): 0881
DOI: 10.1055/s-0042-1752878
Metals in Synthesis

Making Acid Chlorides from Olefins by Palladium-Catalyzed Regiodivergent Hydrochlorocarbonylation

Contributor(s):
Martin Oestreich
,
Hendrik F. T. Klare
,
Phillip Pommerening
Wu F, Wang B, Li N.-Q, Yang H.-Y, Ren Z.-H, Guan Z.-H. * Northwest University, Xi’an, P. R. of China
Palladium-Catalyzed Regiodivergent Hydrochlorocarbonylation of Alkenes for Formation of Acid Chlorides.

Nat. Commun. 2023;
14: 3167
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Key words

acid chlorides - hydrochlorocarbonylation - olefins - palladium catalysis

Significance

Guan and co-workers disclosed a palladium-catalyzed hydrochlorocarbonylation of olefins to the corresponding acid chlorides. Depending on the choice of solvent and ligand, either branched or linear regioisomers are formed.


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Comment

The combination of acetic acid and a chlorosilane functions as a mild HCl source, thereby avoiding hydrochlorination as undesirable side reaction. Control experiments support the shown mechanism.


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Publication History

Article published online:
16 August 2023

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