Highly selective fluorescent sensors for Hg 2+ and Ag + based on bis-triazole-coupled polyoxyethylenes in MeOH solution

Hao Chih Hung, Chi Wen Cheng, Yu Yun Wang, Yu Jen Chen, Wen-Sheng Chung*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

75 Scopus citations

Abstract

Fluorescent chemosensors 6-9, with variable length polyoxyethylenes between two triazolylmethyl ether units, have been synthesized under "click" conditions in which the bistriazoles and polyoxyethylenes were used as metal-ion binding sites and the pyrenes as fluorophores. Of the 15 metal ions screened, the fluorescence of chemosensors 6-9 in methanol solution was found to be selectively quenched by only Hg 2+ and Ag + . In contrast, the fluorescence of control compound 10, a [(triazol-4-yl)methoxymethyl]pyrene, was quenched by only Hg 2+ . These results imply that the recognition of Hg 2+ does not need the cooperation of two triazole groups. Binding constants for the interactions of 6-9 with Ag + increased as the chain length of the polyoxyethylene increased. Finally, a very high selectivity of compound 9 towards Hg 2+ in aqueous methanol solution was observed.

Original languageEnglish
Pages (from-to)6360-6366
Number of pages7
JournalEuropean Journal of Organic Chemistry
Issue number36
DOIs
StatePublished - 17 Dec 2009

Keywords

  • Fluorescence
  • Fluorescent probes
  • Host-guest chemistry
  • Nitrogen heterocycles
  • Sensors

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