Issue 36, 2017
From the journal:

Dalton Transactions

Nickel-catalysed direct C2-arylation of N-heterocyclic carbenes†

Nga Kim T. Ho,ab   Beate Neumann,ab   Hans-Georg Stammler,ab   Vitor H. Menezes da Silva, ORCID logo c   Daniel G. Watanabe,c   Ataualpa A. C. Braga ORCID logo c  and  Rajendra S. Ghadwal ORCID logo *ab  

* Corresponding authors

a Anorganische Molekülchemie und Katalyse, Lehrstuhl für Anorganische Chemie und Strukturchemie, Fakultät für Chemie, Universität Bielefeld, Universitätsstr. 25 33615, Bielefeld, Germany

b Centrum für Molekulare Materialien, Fakultät für Chemie, Universität Bielefeld, Universitätsstr. 25, Bielefeld, Germany
E-mail: rghadwal@uni-bielefeld.de

c Departamento de Química Fundamental, Instituto de Química, Universidade de So Paulo, Avenida Professor Lineu Prestes, 748, São Paulo 05508-000, São Paulo, Brazil

Abstract

A highly efficient nickel catalysed method for the direct C2-arylation of N-heterocyclic carbenes (NHCs) is reported. This protocol enables a facile access to C2-arylated imidazolium salts (NHC–Ar)X (X = Cl, Br, I or OTf). Experimental and theoretical studies suggest the viability of a Ni(I)/Ni(II) catalytic pathway in which the dinuclear Ni(I) species [(NHC)NiX]2 plays a key role.

Graphical abstract: Nickel-catalysed direct C2-arylation of N-heterocyclic carbenes

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Article information

DOI
https://doi.org/10.1039/C7DT03099A
Article type
Communication
Submitted
21 Aug 2017
Accepted
21 Aug 2017
First published
23 Aug 2017

Dalton Trans., 2017,46, 12027-12031

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Nickel-catalysed direct C2-arylation of N-heterocyclic carbenes

N. K. T. Ho, B. Neumann, H. Stammler, V. H. Menezes da Silva, D. G. Watanabe, A. A. C. Braga and R. S. Ghadwal, Dalton Trans., 2017, 46, 12027 DOI: 10.1039/C7DT03099A

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