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Issue 8, 2006

A highly selective fluorescent sensor for fluoride through ESPT signaling transduction

Author affiliations

Abstract

A highly selective fluorescent sensor for fluoride, bis(2-hydroxy-1-naphthaldehyde)-2,6-pyridinedicarboxylic acid hydrazone (H-NP1) was synthesized and structurally characterized. UV-Vis and luminescent titrations of H-NP1 with F demonstrated the presence of an H-NP1⋯F interaction species with association constant log K# = 5.26 ± 0.01. The sensor responded to fluoride ion through an excited-state intermolecular proton transfer (ESPT) mechanism with the emission band red-shifted and enhanced. For further studying the potential mechanism, binding-signaling transduction of related compound H-NP2, bis(2-hydroxy-1-naphthaldehyde)-1,3-benzenedicarboxylic acid hydrazone and two control compounds (H-NP3) and (H-NP4) derived from 1-naphthaldehyde was also investigated for comparison.

Graphical abstract: A highly selective fluorescent sensor for fluoride through ESPT signaling transduction

Supplementary files

Article information


Submitted
10 Apr 2006
Accepted
21 Jun 2006
First published
13 Jul 2006

New J. Chem., 2006,30, 1207-1213
Article type
Paper

A highly selective fluorescent sensor for fluoride through ESPT signaling transduction

Y. Zhao, B. Zhang, C. Duan, Z. Lin and Q. Meng, New J. Chem., 2006, 30, 1207 DOI: 10.1039/B605087E

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