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有机化学
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有机化学 ›› 2010, Vol. 30 ›› Issue (08): 1245-1249. 上一篇    下一篇

研究简报

以2,2,5,5-四氟-2,5-二氢呋喃桥连的1,2-二噻吩乙烯类光致变色分子的合成

邓向君1，张肇其2，黄焰根1，卿凤翎*,1,2   

  1. (1东华大学化学化工与生物工程学院 上海 201620)
    (2中国科学院上海有机化学研究所有机氟化学重点实验室 上海 200032)
  • 收稿日期:2009-12-15 修回日期:2010-03-16 发布日期:2010-04-01
  • 通讯作者: 卿凤翎 E-mail:flq@mail.sioc.ac.cn
  • 基金资助:

    国家自然科学基金;国家自然科学基金

Synthesis of Photochromic 1,2-Dithienylethene Derivative with a 2,2,5,5-Tetrafluoro-2,5-dihydrofuran Bridge Unit

Deng Xiangjun1 Zhang Zhaoqi2 Huang Yan-gen1 Qing Fengling*,1,2   

  1. (1 College of Chemistry, Chemical Engineering and Biotechnology, Donghua University, Shanghai 201620)
    (2 Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Science, Shanghai 200032)
  • Received:2009-12-15 Revised:2010-03-16 Published:2010-04-01

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1285

被引次数

3

设计并合成了新型的以2,2,5,5-四氟-2,5-二氢呋喃桥连的1,2-二噻吩乙烯类光致变色分子1, 从廉价易得的六氯丁二烯出发, 经醇解、氯化、关环和氟化反应合成了关键中间体全氟2,5-二氢呋喃(2), 并通过与化合物3 -溴-[2,2 :5 ,2 ]三噻吩(3)的偶合反应得到含氟光致变色分子1.

关键词: 二噻吩乙烯, 光致变色, 2,2,3,4,5,5-六氟-2,5-二氢呋喃

A novel photochromic 1,2-dithienylethene derivative (1) with a 2,2,5,5-tetrafluoro-2,5-dihydro- furan bridge unit was designed and synthesized. The key intermediate perfluoro-2,5-dihydrofuran (2) was prepared from cheap and readily available material hexachlorobuta-1,3-diene. The reaction of 2 with 3 -bromo-[2,2 :5 ,2 ]trithiophene (3) in the presence of n-BuLi gave the fluorinated photochromic molecule 1.

Key words: dithienylethene, photochromic, 2,2,3,4,5,5-hexafluoro-2,5-dihydrofuran