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化学学报
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化学学报 ›› 2005, Vol. 63 ›› Issue (6): 533-537. 上一篇    下一篇

研究论文

新型间苯二酚杯芳烃硫脲衍生物对阴离子的识别

戈云，刘莉，王云艳，颜朝国*   

  1. (扬州大学化学化工学院　扬州 225002)
  • 投稿日期:2004-04-28 修回日期:2004-11-24 发布日期:2010-12-10
  • 通讯作者: 颜朝国

Syntheses and Anion Recognition of Novel Calix[4]resorcinarene Thiourea Derivatives

GE Yun, LIU Li, WANG Yun-Yan, YAN Chao-Guo*   

  1. (College of Chemistry & Chemical Engineering, Yangzhou University, Yangzhou 225002)
  • Received:2004-04-28 Revised:2004-11-24 Published:2010-12-10
  • Contact: YAN Chao-Guo

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1574

被引次数

57

通过间苯二酚杯芳烃连续三步反应, 以较高产率合成了分子中连有8个和12个硫脲端基的间苯二酚杯芳烃的酰胺衍生物. 用紫外可见光谱法研究了两个代表性化合物4,6,10,12,16,18,22,24-八[6-(苯基硫脲基)-己氨甲酰基甲氧基]-2,8,14,20-四苯基杯[4]间苯二酚芳烃(THBC)和4,6,10,12,16,18,22,24-八[2-(苯基硫脲基)-1-甲基乙基-1-氨甲酰基甲氧基]-2,8,14,20-四苯基杯[4]间苯二酚芳烃(TPBC), 对各种阴离子(AcO－, H2PO4－, HSO4－, H2PO42－, C12H25-C6H4-SO3－, Cr2O72－, B4O72－, Cl－, Br－)的识别性能, 结果表明它们对AcO－, H2PO4－, HSO4－等阴离子有较好的配位作用, 能形成1∶3的配合物.

关键词: 间苯二酚杯芳烃, 硫脲, 阴离子识别, 紫外-可见光谱, 超分子化学

Four novel calix[4]resorcinarene-based amide derivatives containing eight or twelve terminal phenylthiourea groups were smoothly synthesized in three steps from the corresponding calix[4]- resorcinarenes in good yields. Their structures were characterized by elemental analysis and 1H NMR, IR, UV spectra. The binding properties of the two representative THBC and TPBC for anions with UV-vis spectra were studied. They showed better recognition ability for AcO－, H2PO4－ and HSO4－ anions to form 1∶3 stoichiometric complexes.

Key words: calix[4]resorcinarene, thiourea, anion recognition, UV-vis spectra, supramolecular chemistry