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Acceleration of the Baylis–Hillman Reaction in the Presence of Ionic Liquids

✍ Scribed by Eun Jin Kim; Soo Y. Ko; Choong Eui Song

Publisher
John Wiley and Sons
Year
2003
Tongue
German
Weight
69 KB
Volume
86
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The Baylis–Hillman reaction is accelerated in the presence of ionic liquids. Of various 1‐butyl‐3‐methylimidazolium (bmim)‐based ionic liquids tested, [bmim][PF~6~] has been found to result in the highest rate increase. In the company of Lewis acid and H‐bond‐donor additives, the reaction rates further improve, albeit only modestly. A preparatively useful Baylis–Hillman procedure prescribes the use of [bmim][PF~6~] with La(OTf)~3~ and 2,2′2″‐nitrilotris[ethanol], in which the net effect of the ionic liquid is to bring about a more than twofold rate increase over the otherwise same reaction in MeCN.

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