Premium
A Convenient Route to Tetraalkylammonium Perfluoroalkoxides from Hydrofluoroethers
Author(s) -
Jelier Benson J.,
Howell Jon L.,
Montgomery Craig D.,
Leznoff Daniel B.,
Friesen Chadron M.
Publication year - 2015
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201410639
Subject(s) - chemistry , alkylation , solvent , medicinal chemistry , catalysis , stereochemistry , organic chemistry
Hydrofluoroethers are shown to alkylate tertiary amines readily under solvent‐free conditions, affording valuable tetraalkylammonium perfluoroalkoxides bearing α‐fluorines. The reaction of R F CF 2 OCH 3 (R F =CF 2 CF 3 , CF 2 CF 2 CF 3 , and CF(CF 3 ) 2 ) with NR 1 R 2 R 3 produces twenty new α‐perfluoroalkoxides, [(CH 3 )NR 1 R 2 R 3 ][R F CF 2 O] under mild conditions. These α‐perfluoroalkoxides are easy to handle, thermally stable, and can be used for the perfluoroalkoxylation of benzyl bromides.
Accelerating Research
Robert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom
Address
John Eccles HouseRobert Robinson Avenue,
Oxford Science Park, Oxford
OX4 4GP, United Kingdom