Chemical Research in Chinese Universities ›› 2011, Vol. 27 ›› Issue (5): 769-772.

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Coumarin Based Neutral Sensor for Biologically Important Anions

SHAO Jie*   

  1. 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).

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