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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (2): 266-273. 上一篇    下一篇

研究论文

四硫富瓦烯和蒽单元构建的新型多功能四硫富瓦烯环蕃的合成与性质

迟兴宝*,a，李有桂b   

  1. (a淮北煤炭师范学院化学系 淮北 235000)
    (b合肥工业大学化学工程学院 合肥 230009)
  • 收稿日期:2007-03-28 修回日期:2007-07-12 发布日期:2008-02-01
  • 通讯作者: 迟兴宝

A Novel Multifunctional Tetrathiafulvalene-cyclophane Based on Tetrathiafulvalene Units and Anthracene Units

CHI Xing-Bao*,a,LI You-Guib   

  1. (a Department of Chemistry, Huaibei Coal Teacher College, Huaibei 235000)
    (b College of Chemistry and Chemical Engineering, Hefei University of Technol-ogy, Hefei 230009)
  • Received:2007-03-28 Revised:2007-07-12 Published:2008-02-01
  • Contact: CHI Xing-Bao

PDF

812

被引次数

5

2,6-二(甲硫基)-3,7-二(2-氰乙基硫基)四硫富瓦烯在甲醇钠的作用下消除保护基团, 生成四硫富瓦烯双钠盐, 再与9,10-二(氯甲基)蒽反应生成由四硫富瓦烯(TTF)和蒽单元构建的新型TTF环蕃. 分别通过循环伏安法和化学氧化法对其电化学性质、紫外吸收光谱和荧光性质进行了研究, 实验结果表明此类TTF环蕃化合物对OH－离子有识别功能. 并通过电化学和紫外吸收光谱研究了这种新型四硫富瓦烯环蕃在金纳米颗粒表面自组装行为.

关键词: 四硫富瓦烯环蕃, 循环伏安, 紫外光谱, 自组装, 合成

3,6-Bis(2-cyanoethylthio)-2,7-bis(methylthio)tetrathiafulvalene was treated with sodium methoxide to deprotect 2-cyanoethyl groups, affording tetrathiafulvalene (TTF) bisthiolate. The generated thiolate was trapped by 9,10-bis(chloromethyl)anthracene to yield a novel multifunctional TTF-cyclophane based on tetrathiafulvalene units and anthracene units. Its electrochemical properties, UV spectra and fluorescence were studied by cyclic voltammetry and chemical oxidation. The results showed that the compound could selectively recognize OH－. The self-assembling behavior of the compound on the surfaces of gold nanoparticles was discussed by cyclic voltammetry and UV spectra.

Key words: cyclic voltammetry, cyclophane, UV spectrum, self-assemble, synthesis