高等学校化学学报 ›› 2012, Vol. 33 ›› Issue (03): 492.doi: 10.3969/j.issn.0251-0790.2012.03.011

• 有机化学 • 上一篇    下一篇

吡咯并[2,1,5-cd]中氮茚酰腙衍生物的合成及Cu2+荧光探针行为

杨安博, 王炳祥   

  1. 江苏省生物功能材料重点实验室, 江苏省生物医药功能材料工程研究中心, 南京师范大学化学与材料科学学院, 南京 210097
  • 收稿日期:2011-10-11 出版日期:2012-03-10 发布日期:2012-03-10
  • 通讯作者: 王炳祥, 男, 博士, 教授, 主要从事有机化学研究. E-mail:wangbingxiang@njnu.edu.cn
  • 基金资助:

    江苏省自然科学基金(批准号: BK2008435)和江苏省高校优势学科建设工程项目资助.

Synthesis of 3-Phenyl-pyrrolo[2,1,5-cd]indolizine-1-carboxylic acid(2-hydroxy-benzylidene)-hydrazide and Its Application as Fluorescent Sensors for Cu2+

YANG An-Bo, WANG Bing-Xiang   

  1. Jiangsu Key Laboratory of Biofunctional Materials, Jiangsu Research Center of Biomedical Functional Materials Engineering, College of Chemistry and Materials Science, Nanjing Normal University, Nanjing 210097, China
  • Received:2011-10-11 Online:2012-03-10 Published:2012-03-10

摘要:

设计合成了吡咯并[2,1,5-cd]中氮茚酰腙衍生物6. 测试了其紫外光谱和荧光光谱, 研究了其对铜离子的选择性识别作用. 结果表明, 化合物6作为铜离子荧光探针, 受常见离子干扰较小, 对于铜离子有着较高的选择性和较低的检出限.

关键词: 吡咯并[2,1,5-cd]中氮茚酰腙衍生物, 铜离子, 荧光探针

Abstract:

3-Phenyl-pyrrolo[2,1,5-cd]indolizine-1-carboxylic acid(2-hydroxy-benzylidene)-hydrazide(6) was synthesized and used as fluorescent sensors for Cu2+ ion. The structure of the compound 6 was determined by IR, 1H NMR, MS and elemental analysis and their UV and fluorescence spectra were measured. The influences of ten metal ions such as Cu2+, Zn2+, Ni2+, Co2+, Al3+, Cr3+, Mn2+, Na+, Sn2+ and Ca2+ on their fluorescence properties were studied. Spectroscopic studies revealed that the compound 6 had rather strong affinity toward Cu2+. The specificity of the probe 6 toward Cu2+ was determined. Nearly no fluorescence intensity changes were observed in emission spectra with Zn2+, Ca2+, Na+, K+, Cr3+, Sn2+, Al3+ but Ni2+ and Co2+. However, under identical conditions, the results showed fluorescence quenching with Cu2+. So we have developed a new fluorescent sensor 6. It shows high sensitivity and selectivity toward Cu2+ in DMSO.

Key words: 3-Phenyl-pyrrolo[2,1,5-cd]indolizine-1-carboxylic acid(2-hydroxy-benzylidene)-hydrazide, Cu2+, Fluorescence probe

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