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