应用化学 ›› 2009, Vol. 26 ›› Issue (08): 899-904.

• 研究论文 • 上一篇    下一篇

呋喃类化合物在离子液体和硅胶负载离子液体中的Diels-Alder反应研

肖开提·艾合买提1,阿布拉江·克依木2*,篠崎·開1   

  1. (1.东京电械大学先端科学技术研究科 东京 日本(1018457);
    2.新疆大学化学化工学院 乌鲁木齐 830046)
  • 收稿日期:2008-07-21 修回日期:2009-03-09 出版日期:2009-08-10 发布日期:2009-08-10
  • 通讯作者: 阿布拉江·克依木,男,博士,副教授; E-mail:ablajan209@hotmail.com; 研究方向:新杂环化合物与药物合成
  • 基金资助:
    新疆大学博士启动基金(B070269)项目资助

The Study of Diels-Alder Reaction of Funan Derivatives under Ionic Liquid and Silica Gel Coated with Ionic Liquid

XAWKAT Ahmat1, ABLAJAN Keyume2*, HIRAKU Shinozaki1   

  1. (1.Graduate School of Advanced Science and Technology,Tokyo Denki University,Tokyo 101-8457,Japan;
    2.School of Chemistry and Chemical Engineering,Xinjiang University,Urumqi 830046)
  • Received:2008-07-21 Revised:2009-03-09 Published:2009-08-10 Online:2009-08-10

摘要:

以1-丁基3-甲基咪唑盐作为离子液体阳离子,与三种不同阴离子BF4、PF6、Tf2N组成性质不同的三种离子液体,催化呋喃类和丁炔二羧酸酯之间发生的Diels-Alder反应,合成了一系列化合物,研究了离子液体的催化效果。研究表明,呋喃类化合物的极性越低, Diels-Alder 反应的活性越高。在含硫的呋喃类化合物的反应中,当以 [Bmim]PF6 作为离子液体时,Diels-Alder 反应的产率可达到53%。另外,当 [Bmim]PF6 离子液体被吸附在硅胶表面上时,Diels-Alder的反应产率有所提高。

关键词: Diels-Alder反应, 呋喃衍生物, 离子液体, 硅胶

Abstract:

The Diels-Alder reaction between furan derivatives and dimethylacetyl enedecarboxylate was examined in ionic liquid with [Bmim]Tf2N, [Bmim] PF6, [Bmim] BF4, and it is found that the lower the polarity of the furan derivatives is, the better the reactivity can be found. The high yield(53%) of Diels-Alder reaction of alkylthiofuran with alkylacetylenedicarboxylate is observed when used [Bmim] PF6 ionic liquid. Furthermore, it is observed that a higher reactivity is achieved when the reaction was conducted on the surface of silica gel coated with ionic liquid, and the silica gel coated with ionic liquid is easily recycled three times without any significant decrease in chemical yields.

Key words: Diels-Alder reaction, furan derivatives, ionic liquid, silica-gel

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