Synthesis of unsymmetrical biaryls via kinetic higher order cyanocuprates: scope, limitations, and spectroscopic insights

BH Lipshutz, K Siegmann, E Garcia…

Index: Lipshutz, Bruce H.; Siegmann, Konstantin; Garcia, Emiliano; Kayser, Frank Journal of the American Chemical Society, 1993 , vol. 115, # 20 p. 9276 - 9282

Full Text: HTML

Citation Number: 135

Abstract

Abstract: Treatment of lower order arylcyanocuprates ArCu (CN) Li with 1 equiv of an aryllithium (AfLi) at temperatures around-1 25 OC leads to higher order reagents Ar (Ar') Cu (CN) Liz. Upon exposure of such reagents at this temperature to ground-state molecular oxygen, good yields of the unsymmetrical biaryl Ar-Ar'can be realized. Several different types of aryl ligands have been examined, including naphthalenes, to assess the ...

Related Articles:

Room-temperature Suzuki-Miyaura couplings in water facilitated by nonionic amphiphiles

[Lipshutz, Bruce H.; Petersen, Tue B.; Abela, Alexander R. Organic Letters, 2008 , vol. 10, # 7 p. 1333 - 1336]

Extreme Projection of a Proton into the π-Cloud of an Aromatic Ring: Record Shielding of an Aromatic Proton in trans-10 b-Methyl-10 c-(1-naphthyl)-10 b, 10 c- …

[Ting, Yuhua; Lai, Yee-Hing Journal of the American Chemical Society, 2004 , vol. 126, # 3 p. 909 - 914]

Regiodivergent Cobalt-Catalyzed Diels–Alder Reactions for the Synthesis of Bifunctional Building Blocks and Their Suzuki-Cross-Coupling Polymerizations

[Hoshi, Takashi; Saitoh, Ippei; Nakazawa, Taichi; Suzuki, Toshio; Sakai, Jun-Ichi; Hagiwara, Hisahiro Journal of Organic Chemistry, 2009 , vol. 74, # 10 p. 4013 - 4016]

Efficient Synthesis of Biaryls through the Kumada Reaction Catalyzed by Carbene Adducts of Cyclopalladated Ferrocenylimine

[Ren, Gerui; Cui, Xiuling; Wu, Yangjie European Journal of Organic Chemistry, 2010 , # 12 p. 2372 - 2378]

More Articles...