Nickel-Catalyzed Formal Homocoupling of Methoxyarenes for the Synthesis of Symmetrical Biaryls via C-O Bond Cleavage

Keisuke Nakamura; Mamoru Tobisu; Naoto Chatani

doi:10.1021/acs.orglett.5b03151

Nickel-Catalyzed Formal Homocoupling of Methoxyarenes for the Synthesis of Symmetrical Biaryls via C-O Bond Cleavage

Org Lett. 2015 Dec 18;17(24):6142-5. doi: 10.1021/acs.orglett.5b03151. Epub 2015 Dec 1.

Authors

Keisuke Nakamura¹, Mamoru Tobisu^{1

2}, Naoto Chatani¹

Affiliations

¹ Department of Applied Chemistry, Faculty of Engineering, Osaka University , Suita, Osaka 565-0871, Japan.
² Center for Atomic and Molecular Technologies, Graduate School of Engineering, Osaka University , Suita, Osaka 565-0871, Japan.

PMID: 26624568
DOI: 10.1021/acs.orglett.5b03151

Abstract

A new method has been developed for the nickel-catalyzed homocoupling of methoxyarenes via C-O bond cleavage using a diboron reagent. The use of 1,3-dicyclohexylimidazol-2-ylidene as a ligand was found to be critical to the success of the reaction. This new method allows the synthesis of a wide range of biaryl compounds.

Publication types

Research Support, Non-U.S. Gov't