157402-43-2Relevant articles and documents
Observation of catalytic intermediates in the Suzuki reaction by electrospray mass spectrometry
Aliprantis, Antonios O.,Canary, James W.
, p. 6985 - 6986 (1994)
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DFT Studies Provide Mechanistic Insight into Nickel-Catalyzed Cross-Coupling Involving Organoaluminum-Mediated C-O Bond Cleavage
Yang, Ze-Kun,Wang, Chao,Uchiyama, Masanobu
, p. 2565 - 2568 (2017)
Density functional theory (DFT) calculations were performed to examine the reaction pathway of Ni-catalyzed cross-coupling with organoaluminum through C-O bond cleavage. The results indicate that the strong Lewis acidity of organoaluminums significantly f
Revisitation of Organoaluminum Reagents Affords a Versatile Protocol for C-X (X = N, O, F) Bond-Cleavage Cross-Coupling: A Systematic Study
Ogawa, Hiroyuki,Yang, Ze-Kun,Minami, Hiroki,Kojima, Kumiko,Saito, Tatsuo,Wang, Chao,Uchiyama, Masanobu
, p. 3988 - 3994 (2017/06/19)
A revisit of organoaluminum reagents for cross-coupling reactions has opened up several types of C-C bond formation protocols through cleavage of phenolic/alcoholic C-O and C-F and ammonium C-N bonds. Catalyzed by the commercially available NiCl2(PCy3)2 catalyst, these reactions proceed smoothly with a wide range of substrates and broad functional group compatibility, providing a versatile methodology for organoaluminum-mediated cross-coupling processes.
Nickel-Catalyzed Decarbonylative Coupling of Aryl Esters and Arylboronic Acids
Laberge, Nicole A.,Love, Jennifer A.
, p. 5546 - 5553 (2015/09/01)
A variety of functionalized biaryls can be accessed by coupling aryl and heteroaryl esters with boronic acids in Suzuki-Miyaura-type decarbonylative cross-coupling catalyzed by an affordable catalyst system composed of Ni(cod)2 and PCy3. The methodology is tolerant of a variety of functional groups and presents an attractive alternative to the use of palladium catalysis currently used in industry to acquire such bis(hetero)aryls, but also reveals challenges associated with nickel catalysis of esters in cross-coupling chemistry.