Efficient Preparation of New Fluorinated Lithium and Ammonium Sulfonimides

An efficient preparation of new fluorinated lithium and ammonium sulfonimides, from the corresponding sulfonyl fluorides, is reported. These sulfonyl fluorides are reacted with benzylamine, then triflated. Due to the high leaving ability of fluorinated sulfonimides, the formed N-benzylsulfonimides a...

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Bibliographic Details
Published in:Journal of organic chemistry 2008-07, Vol.73 (14), p.5613-5616
Main Authors: Toulgoat, Fabien, Langlois, Bernard. R, MeĢdebielle, Maurice, Sanchez, Jean-Yves
Format: Article
Language:English
Subjects:
Aliphatic compounds
Chemical Sciences
Chemistry
Exact sciences and technology
Material chemistry
Organic chemistry
Preparations and properties
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Summary:An efficient preparation of new fluorinated lithium and ammonium sulfonimides, from the corresponding sulfonyl fluorides, is reported. These sulfonyl fluorides are reacted with benzylamine, then triflated. Due to the high leaving ability of fluorinated sulfonimides, the formed N-benzylsulfonimides are simply debenzylated with an alcohol. Finally, the intermediate oxonium sulfonimides are neutralized, in situ, by various bases. The obtained sulfonimides are potential electrolytes for lithium batteries or fuel cells.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo800272q