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

119 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

Fingerprint

Proton transfer
Fluorides
Excited states
Protons
Deprotonation
Anions
Fluorescence
Ions
chemosensor 1
hydroxide ion

Keywords

  • Anions
  • Anthraquinone
  • Calixarenes
  • Chemosensor
  • ESIPT

ASJC Scopus subject areas

  • Biochemistry
  • Organic Chemistry
  • Drug Discovery

Cite this

A new fluorescent chemosensor for F- based on inhibition of excited-state intramolecular proton transfer. / Jung, Hyo Sung; Kim, Hyun Jung; Vicens, Jacques; Kim, Jong Seung.

In: Tetrahedron Letters, Vol. 50, No. 9, 04.03.2009, p. 983-987.

Research output: Contribution to journalArticle

Jung, Hyo Sung ; Kim, Hyun Jung ; Vicens, Jacques ; Kim, Jong Seung. / A new fluorescent chemosensor for F- based on inhibition of excited-state intramolecular proton transfer. In: Tetrahedron Letters. 2009 ; Vol. 50, No. 9. pp. 983-987.
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