Acta Chimica Sinica ›› 2006, Vol. 64 ›› Issue (1): 79-84. Previous Articles     Next Articles

缩氨基硫脲衍生物受体的合成及阴离子识别研究

张有明,徐维霞,周艳青,姚虹,魏太保*   

  1. (西北师范大学化学化工学院 甘肃省高分子材料重点实验室 兰州 730070)
  • 投稿日期:2005-04-13 修回日期:2005-09-20 发布日期:2006-01-14
  • 通讯作者: 魏太保

Synthesis of Thiosemicarbazone Derivative Receptors and Their Anion Recognition Properties

ZHANG You-Ming, XU Wei-Xia, ZHOU Yan-Qing, YAO Hong, WEI Tai-Bao*   

  1. (Gansu Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering,
    Northwest Normal University, Lanzhou 730070)
  • Received:2005-04-13 Revised:2005-09-20 Published:2006-01-14
  • Contact: WEI Tai-Bao

Three unknown neutral thiosemicarbazone derivative receptors were synthesized in good yields. The binding properties of the receptors with anions such as F, Cl, Br, I, CH3COO, C3H7COO, ClO4 and NO3 in acetonitrile were examined by UV-Vis and 1H NMR spectroscopy methods. A clear color change was observed from colorless to light yellow upon addition of F, CH3COO or C3H7COO to the solution of the three receptors in acetonitrile. The results showed that the three receptors had a better selectivity to F, CH3COO and C3H7COO, but no evident binding with Cl, Br, I, ClO4 and NO3, and the association constants followed the trend: F>C3H7COO>CH3COO, while regularly the three receptors had different binding ability with the three anions because of the electronic effect. The UV-Vis data indicated that a 1∶1 stoichiometry complex was formed between compounds 3a, 3b, 3c and anions, while 1H NMR titrations confirmed hydrogen interaction between the receptors and anions.

Key words: thiosemicarbazone, synthesis, anion recognition