A Highly Active Suzuki Catalyst for the Synthesis of Sterically Hindered Biaryls:  Novel Ligand Coordination

Jingjun Yin(Massachusetts Institute of Technology), Matthew P. Rainka(Massachusetts Institute of Technology), X. Peter Zhang(Massachusetts Institute of Technology), Stephen L. Buchwald(Massachusetts Institute of Technology)
Journal of the American Chemical Society
January 29, 2002
Cited by 481

Abstract

A catalyst system for the preparation of biaryls containing four ortho substituents via Suzuki coupling is described. The combination of a catalytic quantity of Pd2(dba)3 with either an electron-rich biarylphosphine or DPEPhos is effective using a wide range of substrates. The X-ray crystal structure of (dba)Pd(2-(9-phenanthryl)phenyl-dicyclohexylphosphine), in which the Pd is coordinated to the 9,10-double bond of the phenanthryl group, is also reported.


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