852523-57-0Relevant academic research and scientific papers
Nickel-Catalyzed Chain-Walking Cross-Electrophile Coupling of Alkyl and Aryl Halides and Olefin Hydroarylation Enabled by Electrochemical Reduction
Brzozowska, Aleksandra,Kumar, Gadde Sathish,Nikolaienko, Pavlo,Peshkov, Anatoly,Rueping, Magnus,Zhu, Chen
supporting information, p. 6513 - 6519 (2020/03/19)
The first electrochemical approach for nickel-catalyzed cross-electrophile coupling was developed. This method provides a novel route to 1,1-diarylalkane derivatives from simple and readily available alkyl and aryl halides in good yields and excellent regioselectivity under mild conditions. The procedure shows good tolerance for a broad variety of functional groups and both primary and secondary alkyl halides can be used. Furthermore, the reaction was successfully scaled up to the multigram scale, thus indicating potential for industrial application. Mechanistic investigation suggested the formation of a nickel hydride in the electroreductive chain-walking arylation, which led to the development of a new nickel-catalyzed hydroarylation of styrenes to provide a series of 1,1-diaryl alkanes in good yields under mild reaction conditions.
High-yielding intramolecular direct arylation reactions with aryl chlorides
Campeau, Louis-Charles,Thansandote, Praew,Fagnou, Keith
, p. 1857 - 1860 (2007/10/03)
(Chemical Equation Presented) An N-heterocyclic carbene palladium catalyst system is used to promote direct arylation of a broad range of aryl chlorides to form six- and five-membered ring biaryls. An influence of the halide on the palladium precatalyst on catalyst activation has been revealed, as has a beneficial effect of NHC salts that allows the turnover numbers to be increased by simple addition of imidazolium salts to the reaction mixture.
