4410-78-0Relevant articles and documents
Palladium and Nickel Catalyzed Suzuki Cross-Coupling with Alkyl Fluorides
Balaraman, Kaluvu,Wolf, Christian
supporting information, p. 8994 - 8999 (2021/11/20)
Suzuki cross-coupling of benzylic and unactivated aliphatic fluorides with aryl- and alkenylboronic acids has been achieved via mechanistically distinct Pd and Ni catalyzed pathways that outperform competing protodeboronation, β-hydride elimination, and h
Unexpected Nickel Complex Speciation Unlocks Alternative Pathways for the Reactions of Alkyl Halides with dppf-Nickel(0)
Greaves, Megan E.,Lloyd-Jones, Guy C.,Maseras, Feliu,Nelson, David J.,Ronson, Thomas O.,Sproules, Stephen
, p. 10717 - 10725 (2020/11/09)
The mechanism of the reactions between dppf-Ni0 complexes and alkyl halides has been investigated using kinetic and mechanistic experiments and DFT calculations. The active species is [Ni(κ2-dppf)(κ1-dppf)], which undergoes a halide abstraction reaction with alkyl halides and rapidly captures the alkyl radical that is formed. The rates of the reactions of [Ni(COD)(dppf)] with alkyl halides and the yields of prototypical nickel-catalyzed Kumada cross-coupling reactions of alkyl halides are shown to be significantly improved by the addition of free dppf ligand.
Photoinduced Radical Borylation of Alkyl Bromides Catalyzed by 4-Phenylpyridine
Zhang, Li,Wu, Zhong-Qian,Jiao, Lei
supporting information, p. 2095 - 2099 (2019/12/24)
Utilizing pyridine catalysis, we developed a visible-light-induced transition-metal-free radical borylation reaction of unactivated alkyl bromides that features a broad substrate scope and mild reaction conditions. Mechanistic studies revealed a novel nucleophilic substitution/photoinduced radical formation pathway, which could be utilized to trigger a variety of radical processes.
