92-06-8Relevant articles and documents
Single electron transfer reductive cleavage of the aryl-nitrogen bond in phenyl-substituted dimethylanilines
Azzena,Dessanti,Melloni,Pisano
, p. 8291 - 8293 (1999)
By treatment with Li metal in THF at room temperature the three isomeric N,N-dimethylaminobiphenyls and N,N-dimethyl-2,6-diphenylaniline underwent 100% regioselective reductive cleavage of the aryl-N bond, affording biphenyl and meta-terphenyl, respectively, in various yields.
Olah,Meyer
, p. 3682 (1962)
Nickel(II) benzimidazolin-2-ylidene complexes with thioether-functionalized side chains as catalysts for Suzuki-Miyaura cross-coupling
Bernhammer, Jan C.,Huynh, Han Vinh
, p. 5845 - 5851 (2014)
Four bis(benzimidazolin-2-ylidene) nickel(II) complexes featuring thioether moieties in the side chain have been synthesized by reactions of the respective benzimidazolium salts with nickel(II) acetate in molten tetrabutylammonium bromide as an ionic liqu
Buchwald ligand-assisted Suzuki cross-coupling of polychlorobenzenes
Burukin, Alexander S.,Vasil'ev, Andrei A.,Zhdankina, Galina M.,Zlotin, Sergei G.
, p. 400 - 402 (2021/06/07)
Screening of four Buchwald ligands for the cross-coupling of isomeric di-, tri- and tetrachlorobenzenes with arylboronic acids revealed that good yields of exhaustive substitution can be best provided by 2-dicyclohexylphosphino-2′-(dimethylamino) biphenyl (DavePHOS).
New Nickel-Based Catalytic System with Pincer Pyrrole-Functionalized N-Heterocyclic Carbene as Ligand for Suzuki-Miyaura Cross-Coupling Reactions
Guo, Zhifo,Lei, Xiangyang
supporting information, (2021/09/11)
A new catalytic system with Ni(NO3)2·6H2O as the catalyst and a pincer pyrrole-functionalized N-heterocyclic carbene as the ligand was employed in the Suzuki-Miyaura cross-coupling reactions of aryl iodides with arylboronic acids. With 5 mol% catalyst, the catalytic reactions proceeded at 160 °C, giving coupling products in isolated yields of up to 94% in short reaction times (1-4 h). The system worked efficiently with aryl iodides bearing electron-donating or electron-withdrawing groups and arylboronic acids with electron-donating groups. Steric effects were observed for both aryl iodides and arylboronic acids. It is proposed that the reactions underwent a Ni(I)/Ni(III) catalytic cycle.