Oxidative Addition of Aryl Halides to a Ni(I)-Bipyridine Complex

Ting, Stephen I.; Williams, Wendy L.; Doyle, Abigail G.

doi:10.1021/jacs.2c00462

Oxidative Addition of Aryl Halides to a Ni(I)-Bipyridine Complex

Journal Article · Thu Mar 17 04:00:00 EDT 2022 · Journal of the American Chemical Society

DOI:https://doi.org/10.1021/jacs.2c00462· OSTI ID:1865641

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Princeton Univ., NJ (United States); Univ. of California, Los Angeles, CA (United States); University of California, Los Angeles
Princeton Univ., NJ (United States); Univ. of California, Los Angeles, CA (United States)

The oxidative addition of aryl halides to bipyridine- or phenanthroline-ligated nickel(I) is a commonly proposed step in nickel catalysis. However, there is a scarcity of complexes of this type that both are well-defined and undergo oxidative addition with aryl halides, hampering organometallic studies of this process. Here, we report the synthesis of a well-defined Ni(I) complex, [(^CO₂Etbpy)Ni^ICl]₄. Its solution-phase speciation is characterized by a significant population of monomer and a redox equilibrium that can be perturbed by π-acceptors and σ-donors. 1 reacts readily with aryl bromides, and mechanistic studies are consistent with a pathway proceeding through an initial Ni(I) → Ni(III) oxidative addition to form a Ni(III) aryl species. Such a process was demonstrated stoichiometrically for the first time, affording a structurally characterized Ni(III) aryl complex.

View Accepted Manuscript (DOE)

Research Organization:: Princeton Univ., NJ (United States); Univ. of California, Los Angeles, CA (United States)

Sponsoring Organization:: USDOE Office of Science (SC), Basic Energy Sciences (BES); NIGMS

Grant/Contract Number:: SC0019370

OSTI ID:: 1865641

Journal Information:: Journal of the American Chemical Society, Journal Name: Journal of the American Chemical Society Journal Issue: 12 Vol. 144; ISSN 0002-7863

Publisher:: American Chemical Society (ACS)Copyright Statement

Country of Publication:: United States

Language:: English

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