Suzuki-Miyaura Coupling with NHC-Palladium Polymer

Significance

A NHC-based organometallic polymer (NHC-MCOP) catalyzed the Suzuki-Miyaura coupling of aryl iodides, bromides, and chlorides with arylboronic acids to afford the corresponding biaryls in 72-95% yield (20 examples, eq. 1). In the presence of 0.05 mol% NHC-MCOP, 4-fluoro-benzaldehyde also underwent the Suzuki-Miyaura coupling with phenylboronic acid to afford biphenyl-4-carboxaldehyde in 51% yield (eq. 2). In the reaction of 4-chlorobenzaldehyde with phenylboronic acid, the catalyst was recovered by simple filtration and reused six times without significant loss of catalytic activity.