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

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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 ...