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有机化学
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有机化学 ›› 2009, Vol. 29 ›› Issue (10): 1682-1686. 上一篇    下一篇

研究简报

含苯并噁唑基的硫桥杯[4]芳烃衍生物的合成及结构

赵邦屯*,a   周 振b   颜振宁*,b   

  1. (a洛阳师范学院化学系 洛阳 471022) (b郑州大学化学系 郑州 450001)
  • 收稿日期:2009-03-09 修回日期:2009-07-22 发布日期:2009-08-25

Synthesis and Structure of p-tert-Butylthiacalix[4]arene Derivatives Containing Benzoxazole Group

Zhao, Bangtun*,a    Zhou, Zhenb    Yan, Zhenning*,b   

  1. (a Department of Chemistry, Luoyang Normal University, Luoyang 471022) (b Department of Chemistry, Zhengzhou University, Zhengzhou 450001)
  • Received:2009-03-09 Revised:2009-07-22 Published:2009-08-25

PDF

1283

被引次数

19

在碳酸钾存在下, 对叔丁基硫桥杯[4]芳烃(1)分别与端基二溴代烷和碘甲烷反应, 生成硫桥杯[4]芳烃衍生物2～4. 含端基溴代的硫桥杯[4]芳烃衍生物2和4分别与2-巯基苯并噁唑在碳酸钾存在下反应, 生成硫桥杯[4]芳烃衍生物5a～5d. 通过1H NMR, 13C NMR, IR, MS和元素分析等手段对产物进行了表征. 同时, X射线分析确定了硫桥杯[4]芳烃5b的晶体结构.

关键词: 硫桥杯[4]芳烃, 2-巯基苯并噁唑, 合成, 晶体结构

p-tert-Butylthiacalix[4]arene (1) was firstly alkylated with methyl iodide or dibromoalkane with the aid of potassium carbonate to obtain thiacalix[4]arene 2～4, respectively. And the sequent reaction of thiacalix[4]arene intermediates 2 or 4 with 2-mercapto-benzoxazole in the presence of potassium carbonate afforded a series of p-tert-butylthiacalix[4]arenas 5a～5d bearing a benzoxazole group in good yields. All novel compounds were characterized by 1H NMR, 13C NMR, IR, MS and elemental analysis. Meanwhile, the structure of thiacalix[4]arene 5b was identified by X-ray diffraction analysis.

Key words: thiacalix[4]arene, 2-mercapto-benzoxazole, synthesis, crystal structure