title: Mechanism and selectivity in nickel-catalyzed cross-electrophile coupling of aryl halides with alkyl halides.
abstract: The direct cross-coupling of two different electrophiles, such as an aryl halide with an alkyl halide, offers many advantages over conventional cross-coupling methods that require a carbon nucleophile. Despite its promise as a versatile synthetic strategy, a limited understanding of the mechanism and origin of cross selectivity has hindered progress in reaction development and design. Herein, we shed light on the mechanism for the nickel-catalyzed cross-electrophile coupling of aryl halides with alkyl halides and demonstrate that the selectivity arises from an unusual catalytic cycle that combines both polar and radical steps to form the new C-C bond.
authors: Department of Chemistry, University of Rochester , Rochester, New York 14627-0216, United States.
authors: Soumik
authors: S
authors: Biswas
authors: Daniel J
authors: DJ
authors: Weix
mesh_terms: D002384:Catalysis; D005609:Free Radicals; D006219:Halogens / Q000737:chemistry*; D006838:Hydrocarbons / Q000737:chemistry; D006844:Hydrocarbons, Cyclic / Q000737:chemistry*; D009532:Nickel / Q000737:chemistry*; D010084:Oxidation-Reduction
chemical_list: D005609:Free Radicals; D006219:Halogens; D006838:Hydrocarbons; D006844:Hydrocarbons, Cyclic; D009532:Nickel
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