Synthesis of 1,3-Dialkyl-1,2,3-triazolium ionic liquids and their applications to the baylis-hillman reaction

Yunkyung Jeong; Jae Sang Ryu

doi:10.1021/jo100618d

Synthesis of 1,3-Dialkyl-1,2,3-triazolium ionic liquids and their applications to the baylis-hillman reaction

Yunkyung Jeong, Jae Sang Ryu

Department of Pharmaceutical Sciences

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

104 Scopus citations

Abstract

Novel 1,3-dialkyl-1,2,3-triazolium ionic liquids were synthesized via click reactions using 1-trimethylsilylacetylene and alkyl azides and were efficient reaction media for the Baylis-Hillman reaction. The problems associated with deprotonation of the C-2 hydrogen of [bmim][PF₆] could be suppressed in the reaction of [bmTr][PF₆] or [bmTr][NTf₂]. 1,3-Dialkyl-1,2,3-triazolium ionic liquids are chemically inert under basic conditions and more suitable media for the reactions involving bases than the common 1,3-dialkylimidazolium ionic liquids.

Original language	English
Pages (from-to)	4183-4191
Number of pages	9
Journal	Journal of Organic Chemistry
Volume	75
Issue number	12
DOIs	https://doi.org/10.1021/jo100618d
State	Published - 18 Jun 2010

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title = "Synthesis of 1,3-Dialkyl-1,2,3-triazolium ionic liquids and their applications to the baylis-hillman reaction",

abstract = "Novel 1,3-dialkyl-1,2,3-triazolium ionic liquids were synthesized via click reactions using 1-trimethylsilylacetylene and alkyl azides and were efficient reaction media for the Baylis-Hillman reaction. The problems associated with deprotonation of the C-2 hydrogen of [bmim][PF6] could be suppressed in the reaction of [bmTr][PF6] or [bmTr][NTf2]. 1,3-Dialkyl-1,2,3-triazolium ionic liquids are chemically inert under basic conditions and more suitable media for the reactions involving bases than the common 1,3-dialkylimidazolium ionic liquids.",

author = "Yunkyung Jeong and Ryu, {Jae Sang}",

year = "2010",

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doi = "10.1021/jo100618d",

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volume = "75",

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journal = "Journal of Organic Chemistry",

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T1 - Synthesis of 1,3-Dialkyl-1,2,3-triazolium ionic liquids and their applications to the baylis-hillman reaction

AU - Jeong, Yunkyung

AU - Ryu, Jae Sang

PY - 2010/6/18

Y1 - 2010/6/18

N2 - Novel 1,3-dialkyl-1,2,3-triazolium ionic liquids were synthesized via click reactions using 1-trimethylsilylacetylene and alkyl azides and were efficient reaction media for the Baylis-Hillman reaction. The problems associated with deprotonation of the C-2 hydrogen of [bmim][PF6] could be suppressed in the reaction of [bmTr][PF6] or [bmTr][NTf2]. 1,3-Dialkyl-1,2,3-triazolium ionic liquids are chemically inert under basic conditions and more suitable media for the reactions involving bases than the common 1,3-dialkylimidazolium ionic liquids.

AB - Novel 1,3-dialkyl-1,2,3-triazolium ionic liquids were synthesized via click reactions using 1-trimethylsilylacetylene and alkyl azides and were efficient reaction media for the Baylis-Hillman reaction. The problems associated with deprotonation of the C-2 hydrogen of [bmim][PF6] could be suppressed in the reaction of [bmTr][PF6] or [bmTr][NTf2]. 1,3-Dialkyl-1,2,3-triazolium ionic liquids are chemically inert under basic conditions and more suitable media for the reactions involving bases than the common 1,3-dialkylimidazolium ionic liquids.

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JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 12

ER -

Synthesis of 1,3-Dialkyl-1,2,3-triazolium ionic liquids and their applications to the baylis-hillman reaction

Abstract

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