A new fluorescent chemosensor for F- based on inhibition of excited-state intramolecular proton transfer

Hyo Sung Jung, Hyun Jung Kim, Jacques Vicens, Jong Seung Kim

Research output: Contribution to journalArticle

124 Citations (Scopus)

Abstract

New fluorescent chemosensor 1 with two amidoanthraquinone groups (1-AAQs) at the lower rim of p-tert-butylcalix[4]arene has been synthesized. The significant changes of absorption and fluorescence bands show that chemosensor 1 is selective toward fluoride ion (F-) over other anions such as Cl-, Br-, I-, CH3COO-, H2 PO4-, HSO4-, and OH-. The ESIPT process of 1 is inhibited by the fluoride-induced H-bonding followed by deprotonation of NH of the 1-AAQ.

Original languageEnglish
Pages (from-to)983-987
Number of pages5
JournalTetrahedron Letters
Volume50
Issue number9
DOIs
Publication statusPublished - 2009 Mar 4

Keywords

  • Anions
  • Anthraquinone
  • Calixarenes
  • Chemosensor
  • ESIPT

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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