Acta Chimica Sinica ›› 2004, Vol. 62 ›› Issue (18): 1811-1814. Previous Articles     Next Articles

高选择性氟离子识别受体的设计与识别机理

郭琳, 张煊, 江云宝   

  1. 厦门大学化学系, 现代分析科学教育部重点实验室, 厦门, 361005
  • 投稿日期:2004-04-19 修回日期:2004-07-02 发布日期:2014-02-17
  • 通讯作者: 江云宝,E-mail:ybjiang@xmu.edu.cn;Tel/Fax:0592-2185662. E-mail:ybjiang@xmu.edu.cn
  • 基金资助:
    国家自然科学基金(No.20175020)、福建省自然科学基金(No.D0220001)、教育部优秀青年教师奖励计划(2001)和德国大众基金(No.I/77072)资助项目.

Design of a Fluoride-Selective Colorimetric Receptor and Its Fluoride Recognition Mechanism

GUO Lin, ZHANG Xuan, JIANG Yun-Bao   

  1. Department of Chemistry and the MOE Key Laboratory of Analytical Sciences, Xiamen University, Xiamen 361005
  • Received:2004-04-19 Revised:2004-07-02 Published:2014-02-17

This paper will report the design and synthesis of a fluoride-selective colorimetric receptor,N-benzoyl-4-(4'-nitrophenylazo)aniline, 3, in which amide as recognition group was coupled to 4-(4'-nitrophenylazo)aniline (2) of ground-state intramolecular charge transfer character. It was found that 3 had an absorption maximum at 380 nm in acetonitrile, which decreased gradually upon addition of F-. A new band peaked at 530 nm appeared, which turned the solution from light yellow to purplish red. The new band due to the hydrogen bonding complex of 3 with F- was shown to be of charge transfer character by the observation of a substantial red shift with increasing solvent polarity. 1H NMR titrations confirmed hydrogen bonding interaction between 3 and F-.

Key words: azobenzene, fluoride ion, anion recognition, charge transfer