An N-Heterocyclic Carbene-Nickel Half-Sandwich Complex as a Precatalyst for Suzuki-Miyaura Coupling of Aryl/Heteroaryl Halides with Aryl/Heteroarylboronic Acids

Shin Ando; Hirofumi Matsunaga; Tadao Ishizuka

doi:10.1021/acs.joc.6b02666

An N-Heterocyclic Carbene-Nickel Half-Sandwich Complex as a Precatalyst for Suzuki-Miyaura Coupling of Aryl/Heteroaryl Halides with Aryl/Heteroarylboronic Acids

J Org Chem. 2017 Jan 20;82(2):1266-1272. doi: 10.1021/acs.joc.6b02666. Epub 2017 Jan 11.

Authors

Shin Ando¹, Hirofumi Matsunaga¹, Tadao Ishizuka¹

Affiliation

¹ Faculty of Life Sciences, Kumamoto University , 5-1 Oe-honmachi Chuo-ku, Kumamoto 862-0973, Japan.

PMID: 28029049
DOI: 10.1021/acs.joc.6b02666

Abstract

A nickel half-sandwich complex supported by our original NHC ligand was developed as a robust precatalyst for Suzuki-Miyaura cross-coupling. The addition of PPh₃ was a crucial element in the suppression of side reactions and in accelerating the cross-coupling reaction. By employing the optimal conditions, aryl-aryl, heteroaryl-aryl, and heteroaryl-heteroaryl couplings were achieved.

Publication types

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