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Versatile Method for the Simultaneous Synthesis of Two Ionic Liquids,Otherwise Difficult to Obtain,with High Atom Economy
Authors:Andrea Szpecht  Dr. Adrian Zajac  Dawid Zielinski  Prof. Hieronim Maciejewski  Prof. Marcin Smiglak
Affiliation:1. Faculty of Chemistry, Adam Mickiewicz University, ul. Umultowska 89 B, 61-614 Poznan, Poland;2. Poznan Science and Technology Park, Adam Mickiewicz University, ul. Rubiez 46, 61-612 Poznan, Poland
Abstract:A new synthetic approach and full spectral (NMR, IR, MS) and ion chromatographic characterization (IC) of nitrogen-based ionic liquids bearing allyl- or ethyl- substituent and triflate, tosylate, methyl sulfate or methanesulfonate anion has been presented. On a sample of 16 new ionic liquids, the versatility of the anion exchange method has been proven. In the metathesis reactions that have been carried out, the halide anion was exchanged in ionic liquid with an alkyl sulfonate based anion using alkylating agents. The results obtained using ion chromatographic analysis on the newly synthesized compounds have been discussed. Also, the utilization of a gaseous methyl halide by-product, obtained in the metathesis reaction and otherwise difficult to synthesize, has been presented. This approach ensured high atom economy of the overall process, which makes the proposed methodology sustainable and eco-friendly.
Keywords:ionic liquids  ion chromatography  metathesis reactions  NMR spectroscopy
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