om7b00180_si_001.pdf (3.18 MB)
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
journal contribution
posted on 2017-04-26, 19:14 authored by Wenqin Wu, Qiaoqiao Teng, Yi-Yuan Chua, Han Vinh Huynh, Hung A. DuongA 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.