Mechanically Enabled Formal Reductive Cross-Coupling Reaction of Two Inert Bonds

Abstract Reductive cross-coupling reactions involving two electrophilic reagents have become increasingly important in modern synthetic chemistry. Previous studies have investigated electrophilic reagents featuring zero or one inert bond; however, reactions involving electrophilic reagents with two inert bonds remain unexplored. This study presents the inaugural nickel-catalyzed reductive cross-coupling reaction induced by mechanical force, involving aryl ethers and aryl fluorides, both of which contain inert bonds. This reaction results in the successful assembly of a series of versatile biaryl compounds and demonstrates excellent tolerance for various functional groups. This novel coupling reaction offers innovative approaches for polymer degradation and the development of luminescent materials.