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

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Ruck,  Michael
Michael Ruck, Max Planck Fellow, Max Planck Institute for Chemical Physics of Solids, Max Planck Society;

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Citation

Shah, S., Pietsch, T., & Ruck, M. (2023). N-heterocyclic carbene-mediated oxidation of copper(I) in an imidazolium ionic liquid. Zeitschrift für Naturforschung, Teil B: Anorganische Chemie, Organische Chemie, 78(3-4), 105-112. doi:10.1515/znb-2022-0305.


Cite as: https://hdl.handle.net/21.11116/0000-000C-DA3E-A
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[CuII2(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. © 2023 Walter de Gruyter GmbH, Berlin/Boston 2023.