N-heterocyclic carbene-mediated oxidation of copper(I) in an imidazolium ionic liquid

Author:

Shah Sameera12,Pietsch Tobias12,Ruck Michael12

Affiliation:

1. Fakultät Chemie und Lebensmittelchemie , Technische Universität Dresden , 01062 Dresden , Germany

2. Max-Planck-Institut für Chemische Physik fester Stoffe , Nöthnitzer Straße 40, 01187 Dresden , Germany

Abstract

Abstract The aerobic oxidation of copper(I) to copper(II) was studied in the ionic liquid (IL) 1-n-butyl-3-methylimidazolium acetate [BMIm][OAc]. Temperatures above 100 °C promote the deprotonation of the C2 atom of the imidazolium ring and the dissolution of CuCl. 1H and 13C NMR spectra indicate the formation of the N-heterocyclic carbene (NHC) complex [NHC] CuICl under inert conditions. Upon aerobic oxidation, air-stable blue-green crystals of [BMIm]2[CuII 2(OAc)4Cl2] precipitate in high yield and the NHC is recovered. X-ray diffraction on a single-crystal of the complex salt revealed a monoclinic structure with space group P21/n. The centrosymmetric dinuclear acetate complex [Cu2(OAc)4Cl2]2– has the paddle-wheel motif and is weakly paramagnetic.

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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