Chem. J. Chinese Universities ›› 2010, Vol. 31 ›› Issue (4): 714.

• Articles • Previous Articles     Next Articles

Imidazolium-based Fluorescent Chemosensor for Highly Selective Recognition of Dihydrogen Phosphate

SU Dong-Dong, NIU Hao-Tao, WANG Ying, HE Jia-Qi*, CHENG Jin-Pei   

  1. State Key Laboratory of Elemento-Organic Chemistry, College of Chemistry, Nankai University, Tianjin 300071, China
  • Received:2009-05-31 Online:2010-04-10 Published:2010-04-10
  • Contact: HE Jia-Qi. E-mail: jiaqihe@nankai.edu.cn
  • Supported by:

    国家“九七三”计划项目(批准号: G2007CB808000)资助.

Abstract:

Due to the fundamental roles that anions play in a wide range of chemical and biological processes, numerous efforts have been devoted to the design of receptors capable of selectively binding and sensing anions. The development of selective receptors for phosphate anions is of particular interest because they play vital roles in a wide range of life processes, such as energy storage, signal transduction and gene construction. Herein, a new fluorescent chemosensor bearing two imidazolium groups as well as two anthracene groups were designed and synthesized. The anion recognition properties of the compound 1 were studied by the UV-Vis and fluorescent spectra in CH3CN. The results show that this chemosensor display a highly selective fluorescence quenching effect and a unique excimer peak only with H2PO4-. The fluorescence quenching effect can be ascribed to a photo-induced electron transfer(PET), which can be used to discriminate H2PO4- from the other anions tested. 1H NMR analysis revealed that both the imidazolium 2-CH and the amide NH were involved in the hydrogen bonding interactions with the anions.

Key words: Imidazolium; Fluorescent Chemosensor; Anion recognition

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