A simple access to metallic or onium bistrifluoromethanesulfonimide salts |
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Authors: | Roman Arvai Fabien Toulgoat Bernard R Langlois Jean-Yves Sanchez |
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Institution: | a ICBMS, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, Equipe SERCOF, 43 boulevard du 11 novembre 1918, Villeurbanne F-69622, France b CNRS, UMR5246, Villeurbanne F-69622, France c Université de Lyon, Lyon F-69622, France d Université Lyon 1, Lyon F-69622, France e INSA-Lyon, Villeurbanne F-69622, France f CPE Lyon, Villeurbanne F-69616, France g Laboratoire d'Electrochimie et de Physico-chimie des Matériaux et des Interfaces—LEPMI, UMR 5631 CNRS-INPG-UJF, BP 75, 38402 Saint-Martin-d'Hères, France h ICBMS, Institut de Chimie et Biochimie Moléculaires et Supramoléculaires, Equipe Synthèse de Biomolécules, 43 boulevard du 11 novembre 1918, Villeurbanne F-69622, France |
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Abstract: | Numerous salts of the (CF3SO2)2N− anion, called TFSI, were prepared according to an original one-pot procedure. First, N-benzyl trifluoromethanesulfonimide (N-benzyl triflimide) was treated with ethanol to form an oxonium intermediate, which was then neutralized by various bases to provide metallic or trialkylammonium triflimides salts. Alternatively, N-benzyl triflimide was directly treated with trialkyl sulfonium, quaternary ammonium or phosphonium halides to deliver the corresponding triflimide derivatives. N-Benzyl triflimide can be also reacted with di- or tri-alkylamines and phosphines to get benzyl onium salts. Analogous reactions can be carried out with N-allyl triflimide. Therefore, the TFSI anion can be very easily and expediently associated with a wide range of metallic or organic cations. Such salts can find applications as electrolytes for batteries and fuel cells, ionic liquids or Lewis acids. |
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