Activation of nucleophilic fluorination by salts in ionic liquids and in sulfolane

被引:18
作者
Anguille, Stephane
Garayt, Maxime
Schanen, Vincent
Gree, Rene
机构
[1] Ecole Natl Super Chim Rennes, Lab Synth & Activat Biomol, CNRS, UMR 6052, F-35700 Rennes, France
[2] Rhodia Rech & Technol, Ctr Rech St Fons, F-69192 St Fons, France
[3] Univ Rennes 1, Lab Synth & Electrosynth Organ, CNRS, UMR 6510, F-35042 Rennes, France
关键词
fluorides; fluorination; halogen exchange; ionic liquids; nucleophilic substitution; salt effect;
D O I
10.1002/adsc.200606086
中图分类号
O69 [应用化学];
学科分类号
081704 ;
摘要
The nucleophilic substitution of PhCCl3 by KF in imidazolium-type RTILs is faster than in classical organic solvents but it is strongly dependent upon the nature of the counteranion. The addition of bromide salts in substoichoimetric amounts to the [bmim][PF6] solvent strongly accelerates this reaction. Furthermore, it has been discovered that addition of KPF6 to the reaction mixtures strongly activates the nucleophilic fluorination by KF, not only in the [bmim][NTf2] or [bmim][PF6] ionic liquids but also for the reactions performed in sulfolane.
引用
收藏
页码:1149 / 1153
页数:5
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