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

Authors
Jung, Hyci SungKim, Hyun JungVicens, JacquesKim, Jong Seung
Issue Date
4-Mar-2009
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Keywords
Chemosensor; Anions; Anthraquinone; Calixarenes; ESIPT
Citation
TETRAHEDRON LETTERS, v.50, no.9, pp.983 - 987
Indexed
SCIE
SCOPUS
Journal Title
TETRAHEDRON LETTERS
Volume
50
Number
9
Start Page
983
End Page
987
URI
https://scholar.korea.ac.kr/handle/2021.sw.korea/120445
DOI
10.1016/j.tetlet.2008.12.026
ISSN
0040-4039
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, H2PO4, 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. (C) 2008 Elsevier Ltd. All rights reserved.
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