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Original Articles

SYNTHESIS OF DIETHYL N-(PERFLUOROALKANESULFONYL) PHOSPHORAMIDATES AND N-(PERF'LUOROALKANESULFONYL) PHOSPHORAMIDIC ACIDS

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Pages 53-61 | Received 18 Feb 1998, Published online: 24 Sep 2006
 

Abstract

N-(perfluoroalkylsulfonyl)phosphoramidates are prepared by the reaction of diethylchloro phosphate CIP(O)(OEt)2 with sodium perfluoroalkylsulfonylamides RfSO2NHNa or sodium N-trimethylsilylperfluoroalkylsulfonylamides RfSO2N(Na)SiMe3 respectively. Hydrolysis of diethyl N-(perfluoroalkylsulfonyl) phosphoramidates under acidic condition did not give the expected RfSO2NHP(O)(OH)2 but led to a brake of the N-P bond forming the corresponding perfluoroalkylsulfonylamides. Silylation of RfSO2NEP(O)(OR)2 with Me3SiBr give high yields of RfSO2NHP(O)(OSiMe3)2 which were then treated with water at room temperature to afford the title phosphoramidic acids.

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