Journal
TETRAHEDRON
Volume 65, Issue 10, Pages 2032-2036Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.01.003
Keywords
5,6-Dihydroxyindole; Fluoride; Sensor; Fluorescence; Rearrangement
Categories
Funding
- Italian Ministry of University (MIUR, PRIN 2006)
- 'L'OREAL Italia Per le Donne e la Scienza'
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An unusual rearranged trimer, 2-(2-amino-4,5-dihydroxybenzyl)-6,7-dihydroxy-3-(5,6-dihydroxyindol-3-yl)quinoline (1a), was obtained as the acetyl derivative (1b) by mild acid-promoted polymerization of 5,6-dihydroxyindole at pH 2. Compound 1b proved to be a selective fluoride-sensing compound, transducing F- binding into a distinct absorption at 414 turn and a marked fluorescence enhancement at 489 nm. (C) 2009 Elsevier Ltd. All rights reserved.
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