Issue 2, 2017

Cu(0), O2 and mechanical forces: a saving combination for efficient production of Cu–NHC complexes

Abstract

Mechanical forces induced by ball-milling agitation enabled the highly efficient and widely applicable synthesis of Cu–carbene complexes from N,N-diaryl-imidazolium salts and metallic copper. The required amount of gaseous dioxygen and insoluble copper could be reduced down to stoichiometric quantities, while reaction rates clearly outperformed those obtained in solution. Utilisation of Cu(0) as the copper source enabled the application of this approach to a wide array of N,N-diaryl-imidazolium salts (Cl, BF4 and PF6) that transferred their counter anion directly to the organometallic complexes. Cu–NHC complexes could be produced in excellent yields, including utilisation of highly challenging substrates. In addition, five unprecedented organometallic complexes are reported.

Graphical abstract: Cu(0), O2 and mechanical forces: a saving combination for efficient production of Cu–NHC complexes

Supplementary files

Article information

Article type
Edge Article
Submitted
19 Jul 2016
Accepted
16 Sep 2016
First published
28 Sep 2016
This article is Open Access

All publication charges for this article have been paid for by the Royal Society of Chemistry
Creative Commons BY-NC license

Chem. Sci., 2017,8, 1086-1089

Cu(0), O2 and mechanical forces: a saving combination for efficient production of Cu–NHC complexes

A. Beillard, T. Métro, X. Bantreil, J. Martinez and F. Lamaty, Chem. Sci., 2017, 8, 1086 DOI: 10.1039/C6SC03182J

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