A new use for an old molecule: N-phenyl-2-(2-hydroxynaphthalen-1-ylmethylene)hydrazinecarbothioam i de as a ratiometric 'Off-On' fluorescent probe for iron

N-Phenyl-2-(2-hydroxynaphthalen-1-ylmethylene)hydrazinecarbothioam ide has been investigated as a fluorescent sensor for the determination of Fe(III) in aqueous solutions. The probe was prepared by the facile Schiff base condensation of 2-hydroxy-1-napthaldehyde with N-phenylhydrazinecarbothioamide....

Full description

Saved in:
Bibliographic Details
Published in:Tetrahedron letters 2012-02, Vol.53 (6), p.670-673
Main Authors: Marenco, Maria Jose Casanueva, Fowley, Colin, Hyland, Barry W, Hamilton, Graham RC, Galindo-Riano, Dolores, Callan, John F
Format: Article
Language:English
Subjects:
Bands
Binding
Constants
Fluorescence
Iron
Mathematical analysis
Sensors
Stoichiometry
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:N-Phenyl-2-(2-hydroxynaphthalen-1-ylmethylene)hydrazinecarbothioam ide has been investigated as a fluorescent sensor for the determination of Fe(III) in aqueous solutions. The probe was prepared by the facile Schiff base condensation of 2-hydroxy-1-napthaldehyde with N-phenylhydrazinecarbothioamide. The sensor displayed good selectivity for Fe(III) when tested against a range of biologically and environmentally important cations. A concentration dependent increase in the emission of two fluorescent bands at 425 and 495 nm was observed upon increasing Fe(III) addition resulting in a linear ratiometric response in the 17-37 mu M range. The binding stoichiometry was confirmed as 1:1 (host/guest) with the binding constant (log beta ) calculated as 4.56.
ISSN:0040-4039
DOI:10.1016/j.tetlet.2011.11.126