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

doi:10.6023/cjoc201403024

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

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可检测Zn²⁺,Cd²⁺和Cu²⁺的氮杂香豆素荧光探针的合成及性能研究

樊江莉, 徐群利, 朱浩, 彭孝军

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 E-mail:fanjl@dlut.edu.cn
基金资助:
国家自然科学基金（No.21136002）、教育部新世纪优秀人才支持计划（No.NCET-12-0080）和辽宁省自然科学基金（No.2013020115）资助项目.

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

Fan Jiangli, Xu Qunli, Zhu Hao, Peng Xiaojun

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).

1. Synthesis and Properties of an Aza-coumarin Based Sensor for Detection of Zn²⁺, Cd²⁺ and Cu²⁺.PDF(495KB)

Abstract

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-2～NC-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

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Fan Jiangli, Xu Qunli, Zhu Hao, Peng Xiaojun. Synthesis and Properties of an Aza-coumarin Based Sensor for Detection of Zn²⁺, Cd²⁺ and Cu²⁺[J]. Chin. J. Org. Chem., 2014, 34(8): 1623-1629.

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可检测Zn²⁺,Cd²⁺和Cu²⁺的氮杂香豆素荧光探针的合成及性能研究

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

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可检测Zn2+,Cd2+和Cu2+的氮杂香豆素荧光探针的合成及性能研究