Iron-catalyzed cross-coupling reactions of arylmagnesium reagents with aryl chlorides and tosylates : influence of ligand structural parameters and identification of a general N-heterocyclic carbene ligand

Iron-catalyzed cross-coupling reactions of arylmagnesium reagents with aryl chlorides and tosylates : influence of ligand structural parameters and identification of a general N-heterocyclic carbene ligand
Title:
Iron-catalyzed cross-coupling reactions of arylmagnesium reagents with aryl chlorides and tosylates : influence of ligand structural parameters and identification of a general N-heterocyclic carbene ligand
Other Titles:
Organometallics
Keywords:
Publication Date:
26 April 2017
Citation:
Wu, W. Q.; Teng, Q. Q.; Chua, Y.-Y.; Huynh, H. V.; Duong, H. A., Iron-catalyzed cross-coupling reactions of arylmagnesium reagents with aryl chlorides and tosylates : influence of ligand structural parameters and identification of a general N-heterocyclic carbene ligand. Organometallics 2017, 36 (12), 2293-2297.
Abstract:
A systematic evaluation of N-heterocyclic carbene ligands in the iron-catalyzed cross-coupling reactions of aryl chlorides and arylmagnesium reagents is performed. There is no clear correlation between the donor strength of the N-heterocyclic carbene and the reaction outcome. Instead, the highest yields of the desired biaryl product are obtained with sterically demanding ligands possessing large %Vbur values. Through this study, SIPrNap has been identified as an efficient and general ligand for the coupling of both aryl chlorides and tosylates.
License type:
PublisherCopyrights
Funding Info:
The financial support for this work was provided by “GSK-EDB Singapore Partnership for Green and Sustainable Manufacturing” (WBS R-143-000-580-592), the National University of Singapore, and the Institute of Chemical and EngineeringSciences (ICES), Agency for Science, Technology and Research (A*STAR), Republic of Singapore.
Description:
ISSN:
0276-7333
1520-6041
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