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有机化学
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有机化学 ›› 2007, Vol. 27 ›› Issue (11): 1424-1427. 上一篇    下一篇

研究简报

新型四硫富瓦烯-杯芳烃衍生物的合成与其电化学行为

赵邦屯*,α，陈俊清b，渠桂荣*,b   

  1. (α洛阳师范学院化学系 洛阳 471022)
    (b河南师范大学化学与环境科学学院 新乡 453002)
  • 收稿日期:2007-05-28 修回日期:2007-04-27 发布日期:2007-10-20
  • 通讯作者: 渠桂荣

Synthesis and Electrochemistry of Novel Tetrathiafulvalene- calixarene Derivatives

ZHAO Bang-Tun*,α,CHEN Jun-Qingb,QU Gui-Rong*,b   

  1. (α Department of Chemistry, Luoyang Normal University, Luoyang 471022)
    (b College of Chemistry and Environmental Science, Henan Normal University, Xinxiang 453002)
  • Received:2007-05-28 Revised:2007-04-27 Published:2007-10-20
  • Contact: QU Gui-Rong

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726

被引次数

33 | 4

在高度稀释条件下, 溴烷基化杯[4]芳烃1a和1b分别与二-(1,3-二硫杂环戊烯-2-硫酮-4,5-二硫)合锌酸四乙基铵盐在乙腈中回流, 得到含杯[4]芳烃单元的硫酮2a和2b. 以亚磷酸三乙酯为偶联剂, 其分别和4,5-二腈基乙硫基-1,3-二硫代环戊烯-2-酮发生交叉偶合反应, 合成了两个新颖的四硫富瓦烯–杯[4]芳烃衍生物3a和3b, 并对其进行了结构表征和电化学行为研究. 同时用X射线衍射法确认了2b的晶体结构.

关键词: 四硫富瓦烯, 杯芳烃, 合成, 晶体结构, 电化学行为

The calix[4]arene-thione 2a and 2b were prepared by the reaction of dibromo-calix[4]arene 1a and 1b with di(tetraethylammonium) bis(1,3-dithiol-2-thione-4,5-dithiolate) zincate in refluxing with high diluted acetonitrile, respectively. Then, two new tetrathiafulvalene-calix[4]arenes 3a and 3b were obtained by the cross-coupling of 2a and 2b with 4,5-biscynaoethylthio-1,3-dithiole-2-one mediated by triethylphosphite, respectively. All new compounds were characterized by 1H NMR, 13C NMR, IR, MS spectra and elemental analysis. Meanwhile, preliminary electrochemical behaviours of 3a and 3b were reported along with the X-ray structure of calixarene-thione 2b.

Key words: calixarene, synthesis, X-ray structure, electrochemistry, tetrathiafulvalene