有机化学 ›› 2017, Vol. 37 ›› Issue (9): 2392-2398.DOI: 10.6023/cjoc201702032 上一篇    下一篇

研究论文

官能团化香豆素并[4,3-d]吡唑并[3,4-b]吡啶衍生物的合成及其对锌离子的选择性识别

林伟a, 蔡琦a, 郑纯智a, 郑永祥b, 史达清b   

  1. a 江苏理工学院化学与环境工程学院 常州 213001;
    b 苏州大学材料与化学化工学部 苏州 215123
  • 收稿日期:2017-02-23 修回日期:2017-04-17 出版日期:2017-09-25 发布日期:2017-05-02
  • 通讯作者: 林伟, 史达清 E-mail:linwei@jsut.edu.cn;dqshi@suda.edu.cn
  • 基金资助:

    国家自然科学基金(No.21502074)和江苏省高校自然科学重大研究(No.15KJA150006)资助项目.

Synthesis of Functionalized Coumarino[4,3-d]pyrazolo[3,4-b]pyridine Derivatives and Their Selective Recognition for Zn2+

Lin Weia, Cai Qia, Zheng Chunzhia, Zheng Yongxiangb, Shi Daqingb   

  1. a School of Chemistry and Environmental Engineering, Jiangsu University of Technology, Changzhou 213001;
    b College of Chemistry, Chemical Engineering and Materials Science, Soochow University, Suzhou 215123
  • Received:2017-02-23 Revised:2017-04-17 Online:2017-09-25 Published:2017-05-02
  • Contact: 10.6023/cjoc201702032 E-mail:linwei@jsut.edu.cn;dqshi@suda.edu.cn
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21502074) and the Major Basic Research Project of the Natural Science Foundation of the Jiangsu Higher Education Institutions (No. 15KJA150006).

在硫酸铜催化下,通过3-乙酰乙酰基香豆素与5-氨基吡唑的加成环化反应合成了一系列官能团化的香豆素并[4,3-d]吡唑并[3,4-b]吡啶衍生物3a~3h.合成得到的部分化合物具有很高的荧光量子产率.利用荧光光谱考察了其与Ag+、Cr3+、Co2+、Cu2+、Pb2+、Sn4+、Fe3+、Zn2+等金属离子的作用,结果表明化合物3a3b对Zn2+具有很好的选择性识别能力.

关键词: 香豆素并[4,3-d]吡唑并[3,4-b]吡啶衍生物, 合成, 荧光性质, 锌离子, 选择性识别

A series of functionalized coumarino[4,3-d]pyrazolo[3,4-b]pyridine derivatives 3a~3h were synthesized by the addition and cyclization of 3-acetoacetylcoumarin with 5-aminopyrazole catalyzed by CuSO4. Some of the synthesized compounds had high fluorescence quantum yields. The properties of the compounds with cations such as Ag+, Cr3+, Co2+, Cu2+, Pb2+, Sn4+, Fe3+ and Zn2+ were examined by fluorescence spectroscopy. The results showed that compounds 3a and 3b have selective recognition for Zn2+.

Key words: coumarino[4,3-d]pyrazolo[3,4-b]pyridine derivative, synthesis, fluorescence property, Zn2+, selective recognition