A Convenient Route to Tetraalkylammonium Perfluoroalkoxides from Hydrofluoroethers1. Issue 10 (22nd January 2015)

• Record Type: Journal Article
• Authors: Jelier, Benson J.; Howell, Jon L.; Montgomery, Craig D.; Leznoff, Daniel B.; Friesen, Chadron M.
• Is Part Of: Angewandte Chemie international edition. Volume 54:Issue 10(2015)
• Page Start: 2945
• Page End: 2949
• Publication Date: 2015-01-22
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.201410639
• Languages: English
• ISSNs: 1433-7851

Abstract

<abstract abstract-type="main" xml:lang="en"> <title>Abstract</title> <p>Hydrofluoroethers are shown to alkylate tertiary amines readily under solvent‐free conditions, affording valuable tetraalkylammonium perfluoroalkoxides bearing α‐fluorines. The reaction of R_FCF₂OCH₃ (R_F=CF₂CF₃, CF₂CF₂CF₃, and CF(CF₃)₂) with NR¹R²R³ produces twenty new α‐perfluoroalkoxides, [(CH₃)NR¹R²R³][R_FCF₂O] under mild conditions. These α‐perfluoroalkoxides are easy to handle, thermally stable, and can be used for the perfluoroalkoxylation of benzyl bromides.</p> </abstract>