Photoreduction in hexamethylphosphortriamide was found to be an efficient method to selectively reduce C-F bonds α to the carboxyl group of alkyl perfluoroesters.The reation proceeds by photoinduced electronic transfer from the excited phosphoramide.Conditions were found to remove selectively one fluorine and the reaction was applied to the synthesis of alkyl 2-hydro perfluoroesters.
Photoreduction d'esters d'acides perfluores dans l'hexamethylphosphortriamide (HMPT). Elimination selective du fluor en α du groupe carboxyle
The first example of fluorine elimination α to a carboxyl group is reported.The defluorination occurs when solution of perfluorocarboxylic esters in hexamethylphosphortriamide are irradiated with UV light (254 nm).Mechanistic and synthetic aspects of this new reaction are described.
Portella, C.,Pete, J. P.
p. 211 - 214
(2007/10/02)
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