Chin. J. Org. Chem. ›› 2014, Vol. 34 ›› Issue (8): 1623-1629.DOI: 10.6023/cjoc201403024 Previous Articles     Next Articles



樊江莉, 徐群利, 朱浩, 彭孝军   

  1. 大连理工大学精细国家重点实验室 大连 116024
  • 收稿日期:2014-03-11 修回日期:2014-04-04 发布日期:2014-04-18
  • 通讯作者: 樊江莉
  • 基金资助:


Synthesis and Properties of an Aza-coumarin Based Sensor for Detection of Zn2+, Cd2+ and Cu2+

Fan Jiangli, Xu Qunli, Zhu Hao, Peng Xiaojun   

  1. State Key Laboratory of Fine Chemicals, Dalian University of Technology, Dalian 116024
  • Received:2014-03-11 Revised:2014-04-04 Published:2014-04-18
  • Supported by:

    Project supported by the National Natural Science Foundation of China (No. 21136002), the Program for New Century Excellent Talents in University (No. NCET-12-0080) and the Natural Science Foundation of Liaoning Province (No. 2013020115).

By condensation of 7-(dimethylamino)-2-oxo-2H-benzo[b][1,4]oxazine-3-carbaldehyde (T1) and 2-aminomethyl- pyridine, an aminal NC-1 rather than a Schiff base was synthesized. The synthetic mechanism was likely to be determined by stabilizing effect of intramolecular hydrogen bond, which was proved through density functional theory (DFT) calculations and control molecules NC-2NC-4. Furthermore, the spectroscopic tests indicated that NC-1 behaves as a fluorescent probe for sensing Cd2+, Zn2+ and Cu2+ by different fluorescence and color changes which can be observed by naked eyes.

Key words: aza-coumarin, Schiff base, synthesis mechanism, fluorescent probe