Room-Temperature Synthesis of Tetra-ortho-Substituted Biaryls by NHC-Catalyzed Suzuki–Miyaura Couplings?

摘要

Into the groove: The introduction of a C₂-symmetric N-heterocyclic carbene ligand with appropriately substituted naphthyl side chains enables the efficient Suzuki–Miyaura coupling to form bulky tetra-ortho-substituted biaryls from aryl bromides and chlorides at room temperature. DFT calculations uncover the subtle steric phenomena at play that lead to the superior catalytic performance. Cyoct=cyclooctyl.