Nickel-Catalyzed Electrochemical Cross-Electrophile C(sp²)-C(sp³) Coupling via a Ni^II Aryl Amido Intermediate.

ABSTRACT: Cross-electrophile coupling (XEC) between aryl halides and alkyl halides is a streamlined approach for C(sp²)-C(sp³) bond construction, which is highly valuable in medicinal chemistry. Based on a key Ni^II aryl amido intermediate, we developed a highly selective and scalable Ni-catalyzed electrochemical XEC reaction between (hetero)aryl halides and primary and secondary alkyl halides. Experimental and computational mechanistic studies indicate that an amine secondary ligand slows down the oxidative addition process of the Ni-polypyridine catalyst to the aryl bromide and a Ni^II aryl amido intermediate is formed in situ during the reaction process. The relatively slow oxidative addition is beneficial for enhancing the selectivity of the XEC reaction

SUBMITTER: Luo J 

PROVIDER: S-EPMC11585393 | biostudies-literature | 2024 Sep

REPOSITORIES: biostudies-literature