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Solvent‐ and concentration‐sensitive fluorescence of 2‐(3,4,5,6‐tetrafluoro‐2‐hydroxyphenyl)benzoxazole

Authors :
Tanaka, Kiyoshi
Deguchi, Makoto
Yamaguchi, Satoru
Yamada, Kouji
Iwata, Satoru
Source :
Journal of Heterocyclic Chemistry; January 2001, Vol. 38 Issue: 1 p131-136, 6p
Publication Year :
2001

Abstract

2‐(3,4,5,6‐Tetrafluoro‐2‐hydroxyphenyl)benzoxazole (2) emits the long wavelength fluorescence around 500 nm in nonpolar solvent viathe intramolecular proton transfer process in the excited state of 2(enol‐form) and also emits the intermediate wavelength fluorescence around 440 nm in polar solvent, which is assumed to originate from the excited state of 2(anion). The ease of formation of 2(anion), compared to 2‐(2‐hydroxyphenyl)benzoxazole (1), is explained by the strongly inductive fluorine atoms. In a solvent with the intermediate polarity, 2emits both fluorescences and their relative intensity is dependent on the concentration of 2, which is supposed to be caused by the high sensitivity of the intermediate wavelength emission to the concentration quenching.

Details

Language :
English
ISSN :
0022152X and 19435193
Volume :
38
Issue :
1
Database :
Supplemental Index
Journal :
Journal of Heterocyclic Chemistry
Publication Type :
Periodical
Accession number :
ejs21008810
Full Text :
https://doi.org/10.1002/jhet.5570380118