Issue 8, 2019

Ni(i)–Ni(iii) cycle in Buchwald–Hartwig amination of aryl bromide mediated by NHC-ligated Ni(i) complexes

Abstract

Intermediate amide complexes of NHC-ligated monovalent nickel in Buchwald–Hartwig amination of aryl halides were isolated and structurally characterized. The amide complexes reacted with aryl bromide to form a cross-coupling product. Low-temperature observation of the oxidative addition product of the Ni(I) amide complex with aryl bromide indicated the presence of a Ni(III) intermediate. The results showed that a well-defined mononuclear NHC–Ni(I) complex can act as a key intermediate in homogeneous catalysis.

Graphical abstract: Ni(i)–Ni(iii) cycle in Buchwald–Hartwig amination of aryl bromide mediated by NHC-ligated Ni(i) complexes

Supplementary files

Article information

Article type
Paper
Submitted
29 Nov 2018
Accepted
13 Feb 2019
First published
13 Feb 2019

Catal. Sci. Technol., 2019,9, 1784-1793

Ni(I)–Ni(III) cycle in Buchwald–Hartwig amination of aryl bromide mediated by NHC-ligated Ni(I) complexes

T. Inatomi, Y. Fukahori, Y. Yamada, R. Ishikawa, S. Kanegawa, Y. Koga and K. Matsubara, Catal. Sci. Technol., 2019, 9, 1784 DOI: 10.1039/C8CY02427H

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