Heterogeneous azide–alkyne cycloaddition in the presence of a copper catalyst supported on an ionic liquid polymer/silica hybrid material |
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| Authors: | Klaudia Fehér Enikő Nagy Tatjána Juzsakova Dávid Srankó Ágnes Gömöry László Kollár Rita Skoda‐Földes |
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| Affiliation: | 1. Department of Organic Chemistry, University of Pannonia, Institute of Chemistry, Veszprém, Hungary;2. University of Pannonia, Institute of Environmental Engineering, Veszprém, Hungary;3. Department of Surface Chemistry and Catalysis, Hungarian Academy of Sciences, Centre for Energy Research, Budapest, Hungary;4. Research Centre for Natural Sciences, Hungarian Academy of Sciences, Budapest, Hungary;5. Department of Inorganic Chemistry and MTA‐PTE Research Group for Selective Chemical Syntheses, University of Pécs, Pécs, Hungary |
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| Abstract: | Heterogeneous copper catalysts were prepared by the deposition of CuI on a hybrid material consisting of silica and a polymer with imidazolium moieties. The solid materials were characterised using solid‐phase NMR, Fourier transform infrared, Raman and X‐ray photoelectron spectroscopies and Brunauer–Emmett–Teller measurements. The formation of copper–carbene complexes was proved from Raman spectra and the results were supported by density functional theory calculations. The catalyst could be recycled efficiently with low loss of copper. Metal leaching was proved to be facilitated by the use of conditions typical for a homogeneous system (the presence of a polar solvent or the addition of a tertiary amine). Besides simple model reactions, the best catalyst was found to be suitable for the synthesis of triazoles of more elaborate structure, such as ferrocene or steroid derivatives. |
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| Keywords: | CuAAC reaction DFT calculations Raman spectroscopy recyclability triazole |
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