9-Anthracenecarboxamide fluorescent probes for selective discrimination of picric acid from mono- and di-nitrophenols in ethanol

Anup Pandith, Ashwani Kumar, Ju Young Lee, Hong Seok Kim

研究成果: 雜誌貢獻文章同行評審

31 引文 斯高帕斯(Scopus)

摘要

A new class of 'switch off' anthracenecarboxamide-based sensing probes (1-3) for the detection of picric acid (PA) was designed and synthesized. Probe 1 exhibited the highest sensitivity and selectivity toward PA, enabling complete fluorescence quenching and exhibiting a high association constant (4.14 × 105 M-1) with a 1:1 stoichiometric ratio of 1 to PA in EtOH. Probe 1 was able to detect PA through multiple synergic interactions such as hydrogen bonding, π-π interactions between the electron-rich aromatic rings of anthracene and the electron-deficient aromatic ring of PA that resulted in a favorable fluorescence resonance energy transfer from the latter to the former. The ability of probe 1 to sense PA was investigated by UV-visible, fluorescence, and 1H NMR spectroscopies, as well as DFT calculations.
原文英語
頁(從 - 到)7094-7099
頁數6
期刊Tetrahedron Letters
56
發行號51
DOIs
出版狀態已發佈 - 12月 23 2015
對外發佈

ASJC Scopus subject areas

  • 生物化學
  • 藥物發現
  • 有機化學

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