A specific chemodosimeter for fluoride ion based on a pyrene derivative with trimethylsilylethynyl groups

Hua Lu, Qiuhong Wang, Zhifang Li, Guoqiao Lai, Jianxiong Jiang, Zhen Shen

研究成果: Article査読

60 被引用数 (Scopus)

抄録

Pyrene derivative 1 containing four trimethylsilylethynyl substituents was synthesized and investigated as a chromogenic and fluorescent chemodosimeter sensor for fluoride ions. 1 showed a high sensitivity and specific selectivity over a rapid response time toward fluoride anions compared to other anions, such as Cl -, Br -, ClO 4 -, H 2PO 4 - and HPO 4 2-. TD-DFT calculations showed that the delocalization of the σ-electrons of the silicon destabilized the HOMO energy level of 1, thus red shifting both its absorption and emission spectrum. The addition of F - removed the trimethylsilyl substituents and resulted in a blue shift of both the absorption and fluorescent spectra of 1, which could be monitored by the color change with the naked-eye. Moreover, an easy to prepare test paper, which was obtained by immersing a filter paper into a THF solution of 1, could be utilized to detect and estimate the concentration of fluoride anions in water.

本文言語English
ページ(範囲)4558-4562
ページ数5
ジャーナルOrganic and Biomolecular Chemistry
9
12
DOI
出版ステータスPublished - 2011 6月 21
外部発表はい

ASJC Scopus subject areas

  • 生化学
  • 物理化学および理論化学
  • 有機化学

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