Acceleration of the Baylis-Hillman reaction in the presence of ionic liquids

Eun Jin Kim; Soo Y. Ko; Choong Eui Song

doi:10.1002/hlca.200390087

Acceleration of the Baylis-Hillman reaction in the presence of ionic liquids

Eun Jin Kim, Soo Y. Ko, Choong Eui Song

Department of Chemistry & Nanoscience

Research output: Contribution to journal › Article › peer-review

56 Scopus citations

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][PF₆] 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][PF₆] 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.

Original language	English
Pages (from-to)	894-899
Number of pages	6
Journal	Helvetica Chimica Acta
Volume	86
Issue number	3
DOIs	https://doi.org/10.1002/hlca.200390087
State	Published - 2003

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title = "Acceleration of the Baylis-Hillman reaction in the presence of ionic liquids",

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][PF6] 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][PF6] 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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AU - Kim, Eun Jin

AU - Ko, Soo Y.

AU - Song, Choong Eui

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N2 - The Baylis-Hillman reaction is accelerated in the presence of ionic liquids. Of various 1-butyl-3-methylimidazolium (bmim)-based ionic liquids tested, [bmim][PF6] 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][PF6] 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.

AB - The Baylis-Hillman reaction is accelerated in the presence of ionic liquids. Of various 1-butyl-3-methylimidazolium (bmim)-based ionic liquids tested, [bmim][PF6] 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][PF6] 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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JO - Helvetica Chimica Acta

JF - Helvetica Chimica Acta

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ER -

Acceleration of the Baylis-Hillman reaction in the presence of ionic liquids

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