Direct observation of noninnocent reactivity of ZnBr2 with alkyl halide complexes of nickel
by Anderson, Thomas Jefferson; Vicic, David A.
Nickel-catalyzed cross-coupling reactions of alkylzinc reagents with alkyl halides (Negishi couplings) are powerful tools in synthetic organic chemistry. These reactions typically provide the coupled alkane with ZnBr2 as the final products. We report here that generated ZnBr2 does not always act innocently but can mediate a halogen abstraction from the nickel alkyl halide complex. Such reactivity warrants consideration in developing mechanisms and catalyst design for these versatile reactions.
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