高等学校化学学报

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含苯并噻唑基的硫桥杯芳烃衍生物的合成及结构

赵邦屯1, 丁静静2, 渠桂荣2   

  1. 1. 洛阳师范学院化学系, 洛阳 471022; 2. 河南师范大学化学与环境科学学院, 新乡 453002
  • 收稿日期:2008-10-08 修回日期:1900-01-01 出版日期:2008-12-10 发布日期:2008-12-10
  • 通讯作者: 赵邦屯

Synthesis and Structure of p-tert-Butylthiacalixarene Derivatives Containing Benzothiazole Groups

ZHAO Bang-Tun1*, DING Jing-Jing2, QU Gui-Rong2   

  1. 1. Department of Chemistry, Luoyang Normal University, Luoyang 471022, China; 2. College of Chemistry and Environmental Science, Henan Normal University, Xinxiang 453002, China
  • Received:2008-10-08 Revised:1900-01-01 Online:2008-12-10 Published:2008-12-10
  • Contact: ZHAO Bang-Tun

摘要: 在碳酸钾存在下, 对叔丁基硫桥杯芳烃(1)分别与端基二溴代烷和碘甲烷反应, 生成硫桥杯芳烃衍生物2 和3, 它们分别与过量的2-巯基苯并噻唑在碳酸钾存在下反应, 生成含苯并噻唑基的硫桥杯芳烃衍生物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, 采用X射线衍射分析确定了硫桥杯芳烃5b的晶体结构.

关键词: 硫桥杯芳烃, 2-巯基苯并噻唑, 合成, 晶体结构

Abstract: p-tert-Butylthiacalixarene(1) was alkylated with methyl iodide or dibromoalkane to obtain thiacalixarene intermediates 2 and 3 with the aid of potassium carbonate, respectively. A series of p-tert-butylthiacalixarene derivatives 5a—5d which append benzothiazol-2-ylthio groups at the lower rims were easily synthesized in good yields by the reaction of thiacalixarene intermediates 2 or 3 with 2-mercapto-benzothiazole in the presence of potassium carbonate. All the crystal novel compounds were characterized by 1H NMR, 13C NMR, IR, MS and elemental analysis. Meanwhile, the structure of thiacalixarene 5b was identified by X-ray diffraction analysis.

Key words: Thiacalixarene, 2-Mercapto-benzothiazole, Synthesis, Crystal structure

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