Download PDF
Synfacts 2023; 19(11): 1097
DOI: 10.1055/s-0042-1752257
Metals in Synthesis

Making Acyl Fluorides by Synergistic Palladium/Phosphine-Catalyzed Fluorocarbonylation

Contributor(s):
Martin Oestreich
,
Hendrik F. T. Klare
,
Emilio Acuña Bolomey
Zhao M, Chen M, Wang T, Yang S, Peng Q, *, Tang P. * Nankai University, Tianjin, P. R. of China
Fluorocarbonylation Via Palladium/Phosphine Synergistic Catalysis.

Nat. Commun. 2023;
14: 4583
CrossrefPubMedSearch in Google Scholar
› Further Information
 
 PDF Download Permissions and Reprints

Key words

acyl fluorides - fluorocarbonylation - palladium catalysis - phosphine catalysis - synergistic catalysis

Significance

A novel method for the synthesis of acyl fluorides from potassium (het)aryl/alkyl trifluoroborates is reported. The trifluoromethyl arylsulfonate (TFMS) serves as source of the in situ generated hazardous COF2 gas.


#

Comment

Detailed mechanistic studies including DFT calculations support the proposed mechanism. The dual role of the phosphine is noteworthy, acting as both organocatalyst and ligand of the palladium redox cycle.


#
#

Publication History

Article published online:
14 October 2023

© 2023. Thieme. All rights reserved

Georg Thieme Verlag KG
Rüdigerstraße 14, 70469 Stuttgart, Germany


   Permissions and Reprints