1400899-20-8Relevant articles and documents
Electron-Catalyzed Coupling of Magnesium Amides with Aryl Iodides
Kiriyama, Kazuya,Okura, Keisho,Tamakuni, Fumiko,Shirakawa, Eiji
, p. 4519 - 4522 (2018)
An electron was found to catalyze the coupling of magnesium diarylamides with aryl iodides giving triarylamines through a radical-anion intermediate. The transformation requires no transition metal catalysts or additives, and a wide array of products are formed in good-to-excellent yields.
Synthesis of sterically congested triarylamines by palladium-catalyzed amination
Riedmueller, Stefan,Kaufhold, Oliver,Spreitzer, Hubert,Nachtsheim, Boris J.
supporting information, p. 1391 - 1394 (2014/03/21)
An efficient protocol for the palladium-catalyzed synthesis of sterically congested triarylamines from commercially available 1-chloro- or 1-bromonaphthalenes and diarylamines is described. The application of alkyllithium reagents as strong bases and a combination of Pd(OAc)2 and SPhos (2-dicyclohexylphosphino-2′,6′-dimethoxybiphenyl) plays a crucial role in the success of this otherwise difficult to achieve C-N coupling reaction. A variety of secondary aromatic amines with versatile steric and electronic properties can be successfully used in this transformation to give the desired triarylamines in up to 99 % yield. The obtained products are important structural motifs in hole-transport materials for organic light-emitting diode applications. A variety of secondary aromatic amines are coupled with 1-halonaphthalenes to give sterically highly congested triarylamines in up to 99 % yield. The key to the success of this transformation is prior deprotonation of the amine with strong bases such as n-hexyllithium. Copyright
Ni-catalyzed arylation of bromomagnesium diarylamides with aryl N,N-dimethylsulfamates
Tadaoka, Hiroshi,Yamakawa, Tetsu
, p. 5531 - 5534 (2012/11/13)
The combination use of Ni(cod)2 and N,N-1,3-bis(2,6- diisopropylphenyl)-4-imidazoline-2-ylidene as a catalyst successfully gave unsymmetrical N,N-diaryl-N′,N′-diphenyl-1,1′-biphenyl-4, 4′-diamines through the arylation of bromomagnesium diarylamide with 1-(4′-diphenylamino-1,1′-biphenylyl) N,N-dimethylsulfamate. This Ni catalyst and Grignard reagents of diaryl or monoarylamides were also useful in the syntheses of various triarylamines and diarylamines from corresponding aryl N,N-dimethylsulfamates. 2012 Elsevier Ltd. All rights reserved.