ArticleOrganometallics2020
Oxidative Addition of Aryl Halides to a Triphosphine Ni(0) Center to Form Pentacoordinate Ni(II) Aryl Species.
Article in Organometallics, 2020. The graph could read no effect estimate from its abstract, so it casts no vote on the map. Cited by 5 papers.
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Trials whose registry record cites this paper, or whose number appears in the abstract. A trial that started after this paper was published is citing it as background, not reporting it.
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Who cites it
5 citing papers in PubMed.
- Reactivity Studies of Bipyridine-Ligated Nickel(I) and Nickel(0) Complexes Inform the Mechanism in Modern Cross-Coupling Reactions.Journal of the American Chemical Society · 2025Article
- Synthesis, Reactivity, and Bonding Analysis of a Tetracoordinated Nickel Carbene.Chemistry (Weinheim an der Bergstrasse, Germany) · 2024Article
- Mapping the mechanisms of oxidative addition in cross-coupling reactions catalysed by phosphine-ligated Ni(0).Nature chemistry · 2024Article
- Ni/Photoredox-Catalyzed C(spJournal of the American Chemical Society · 2022Article
- The Effect of Added Ligands on the Reactions of [Ni(COD)(dppf)] with Alkyl Halides: Halide Abstraction May Be Reversible.Organometallics · 2021Article
Corrections and comments
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Authors and funding
6 authors.
Funding
No grant is acknowledged in the PubMed record.
Abstract
Oxidative addition of aryl halides to Ni(0) is a ubiquitous elementary step in cross-coupling and related reactions, usually producing a square-planar Ni(II)-aryl intermediate. Here we show that a triphosphine ligand supports oxidative addition at a tris-ligated Ni(0) center to cleanly form stable five-coordinate Ni(II)-aryl compounds. Kinetic and computational studies support a concerted, two-electron mechanism rather than radical halogen abstraction. These results support the idea that oxidative addition to triphosphine Ni(0) species may be more generally involved in Ni/phosphine catalytic systems.
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Registered trials
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