含苯并噻唑基的硫桥杯[4]芳烃衍生物的合成及结构

Synthesis and Structure of p-tert-Butylthiacalix[4] arene Derivatives Containing Benzothiazole Groups

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[4]芳烃衍生物5a～5d.通过1HNMR,13CNMR,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[4]芳烃5b的晶体结构.

p-tert-Butylthiacalix[4]arene（1）was alkylated with methyl iodide or dibromoalkane to obtain thiacalix[4]arene intermediates 2 and 3 with the aid of potassium carbonate,respectively.A series of p-tert-butylthiacalix[4]arene derivatives 5a-5d which append benzothiazol-2-ylthio groups at the lower rims were easily synthesized in good yields by the reaction of thiacalix[4]arene 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 thiacalix[4]arene 5b was identified by X-ray diffraction analysis.