Coumarin Based Neutral Sensor for Biologically Important Anions

高等学校化学研究 ›› 2011, Vol. 27 ›› Issue (5): 769-772.

Coumarin Based Neutral Sensor for Biologically Important Anions

SHAO Jie*

Department of Chemistry and Materials Science, Nanjing Forestry University, Nanjing 210037, P. R. China

收稿日期:2010-10-21 修回日期:2011-03-13 出版日期:2011-09-25 发布日期:2011-09-06
通讯作者: SHAO Jie E-mail:njshao@live.cn
基金资助:
Supported by the Nanjing Forestry University Start-up Fund, China(No.163101026).

Coumarin Based Neutral Sensor for Biologically Important Anions

SHAO Jie*

Department of Chemistry and Materials Science, Nanjing Forestry University, Nanjing 210037, P. R. China

Received:2010-10-21 Revised:2011-03-13 Online:2011-09-25 Published:2011-09-06
Contact: SHAO Jie E-mail:njshao@live.cn
Supported by:
Supported by the Nanjing Forestry University Start-up Fund, China(No.163101026).

摘要/Abstract

摘要： A coumarin Shiff-base derivative, salicylaldehyde-N-(6-phenylazo-coumarin-3-formyl)-hydrazone(1), was obtained by simple organic synthesis from cheap and commercially available starting materials. Sensor 1 exhibits a very weak fluorescence emission, however, in the presence of acetate ions “turn-on” fluorescence is observed, which results from binding-induced conformational restriction of the fluorophore. Importantly, sensor 1 can also be used as colorimetric chemosensor for the anions with strong basicity, which is easily observed from yellow to red by naked eyes. Consequently, compound 1 can behave as a colorimetric and fluorescence sensor for biologically important F–, CH3COO– and H2PO4– in the presence of the other anions tested such as Cl–, Br– and I– in dimethyl sulfoxide(DMSO).

关键词: Anion sensor, Turn-on, Colorimetric, Conformational restriction, Coumarin

Abstract: A coumarin Shiff-base derivative, salicylaldehyde-N-(6-phenylazo-coumarin-3-formyl)-hydrazone(1), was obtained by simple organic synthesis from cheap and commercially available starting materials. Sensor 1 exhibits a very weak fluorescence emission, however, in the presence of acetate ions “turn-on” fluorescence is observed, which results from binding-induced conformational restriction of the fluorophore. Importantly, sensor 1 can also be used as colorimetric chemosensor for the anions with strong basicity, which is easily observed from yellow to red by naked eyes. Consequently, compound 1 can behave as a colorimetric and fluorescence sensor for biologically important F–, CH3COO– and H2PO4– in the presence of the other anions tested such as Cl–, Br– and I– in dimethyl sulfoxide(DMSO).

Key words: Anion sensor, Turn-on, Colorimetric, Conformational restriction, Coumarin

SHAO Jie*. Coumarin Based Neutral Sensor for Biologically Important Anions[J]. 高等学校化学研究, 2011, 27(5): 769-772.

SHAO Jie*. Coumarin Based Neutral Sensor for Biologically Important Anions[J]. Chemical Research in Chinese Universities, 2011, 27(5): 769-772.

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Coumarin Based Neutral Sensor for Biologically Important Anions

Coumarin Based Neutral Sensor for Biologically Important Anions

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