Suzuki–Miyaura Cross-Coupling Reactions of Unactivated Alkyl Halides Catalyzed by a Nickel Pincer Complex

Abstract

A nickel(II) pincer complex, [(^MeN₂N)Ni-Cl], was used to catalyze alkyl–alkyl and alkyl–aryl Suzuki–Miyaura coupling reactions of unactivated alkyl halides. The coupling of 9-alkyl-9-bo­rabicyclo[3.3.1]nonane and 9-phenyl-9-borabicyclo[3.3.1]nonane reagents with alkyl halides was achieved in modest to good yields. The reactions tolerated a variety of useful functional groups including ester, ether, furan, thioether, acetal, and Boc groups.

Key words

cross coupling - nickel - alkyl halides - pincer complex - Suzuki–Miyaura coupling

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