title: Convenient Access to α-Fluorinated Alkylammonium Salts.
abstract: A series of novel α-fluoroalkyl ammonium salts was obtained from the corresponding cyano compounds or nitriles by reaction with anhydrous HF. Room-temperature stable trifluoromethyl ammonium salts were obtained in quantitative yield in a one-step reaction at ambient temperature from the commercially available starting materials BrCN or ClCN. The novel cations [CF3CF2NH3](+), [HCF2CF2NH3](+), and [(NH3CF2)2](2+) were obtained from CF3CN, HCF2CN, and (CN)2, respectively, and anhydrous HF. The aforementioned fluorinated ammonium cations were isolated as room temperature stable [AsF6](-) and/or [SbF6](-) salts, and characterized by multi-nuclear NMR and vibrational spectroscopy. The salts [HCF2NH3][AsF6] and [CF3NH3][Sb2F11] were characterized by their X-ray crystal structure.
authors.affiliation: Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089-1661 (USA).
authors.forename: Amanda F
authors.initials: AF
authors.lastname: Baxter
authors.affiliation: Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089-1661 (USA).
authors.forename: Karl O
authors.initials: KO
authors.lastname: Christe
authors.affiliation: Loker Hydrocarbon Research Institute and Department of Chemistry, University of Southern California, Los Angeles, CA 90089-1661 (USA). haiges@usc.edu.
authors.forename: Ralf
authors.initials: R
authors.lastname: Haiges
keywords: cyanides; fluorine; fluoroalkyl ammonium; hydrogen fluoride; perfluorination