有机化学 ›› 2013, Vol. 33 ›› Issue (01): 110-115.DOI: 10.6023/cjoc201209006 上一篇    下一篇

研究论文

含双脲基团大环化合物的合成及其对卤素阴离子检测研究

张读山, 陈金平, 曾毅, 于天君, 李嫕   

  1. 中国科学院理化技术研究所 光化学转换与功能材料重点实验室 北京 100190
  • 收稿日期:2012-09-05 修回日期:2012-09-27 出版日期:2013-01-25 发布日期:2012-10-11
  • 通讯作者: 陈金平, 李嫕 E-mail:yili@mail.ipc.ac.cn;chenjp@mail.ipc.ac.cn
  • 基金资助:

    国家自然科学基金(Nos. 21233011, 21172229, 21002109, 21103210);国家重点基础研究发展规划(No. 2010CB934500)和北京市科技新星计划资助项目.

Bisurea-Functionalized Macrocycles: Synthesis and Halide Anion-Response

Zhang Dushan, Chen Jinping, Zeng Yi, Yu Tianjun, Li Yi   

  1. Key Laboratory of Photochemical Conversion and Optoelectronic Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences, Beijing 100190
  • Received:2012-09-05 Revised:2012-09-27 Online:2013-01-25 Published:2012-10-11
  • Supported by:

    Project supported by the National Natural Science Foundation of China (Nos. 21233011, 21172229, 21002109, 21103210), the National Basic Research Program (No. 2010CB934500) and the Beijing Nova Program.

通过片段偶联法方便地合成了骨架上含有两个脲基团的O-杂大环化合物骨架cycle 1, 并对cycle 1进一步修饰得到了化合物cycle 2cycle 3. 紫外吸收光谱滴定实验表明, 二氯甲烷中cycle 2cycle 3可与卤素阴离子1:1结合, 结合常数为105~108 L·mol-1, 核磁滴定实验证实环上脲基团是阴离子与大环结合的主要位点.

关键词: 大环化合物, 脲, 卤素阴离子响应, 吸收

Oxo-bisurea-functionalized macrocycles, cycle 1, cycle 2, and cycle 3, were synthesized by a stepwise coupling approach. Absorption studies reveal that cycle 2 and cycle 3 can bind with halide anions in a 1:1 stoichiometry with binding constants of 105~108 L·mol-1. 1H NMR titration experiments show that urea groups are the binding sites and play important roles in the binding strength.

Key words: macrocycle, urea, halide anion-responsive, absorption