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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

Authors

    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
DOI: 10.1038/s41467-023-38748-3
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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.


 

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.


 

 

Publication History

Article published online:
16 August 2023

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