Issue 19, 2005

Dipyrrolylquinoxaline-bridged Schiff bases: a new class of fluorescent sensors for mercury(ii)

Abstract

Novel 2,3-bis(1H-pyrrol-2-yl)quinoxaline-functionalized Schiff bases were prepared and characterized as new fluorescent sensors for mercury(II) ion. The X-ray crystal structures of compounds 4, 5, 4a and 5a were determined. The binding properties of 4 and 5 for cations were examined by UV-vis and fluorescence spectroscopy. The UV-vis and fluorescence data indicate that a 1 : 1 stoichiometric complex is formed between compound 4 (or 5) and mercury(II) ion, and the association constant is (3.81 ± 0.7) × 105 M−1 for 4 and (3.43 ± 0.53) × 105 M−1 for 5. The recognition mechanism between compound 4 (or 5) and metal ion was discussed based on their chemical construction and the fluorescence quenching effect when they interact with each other. Competition experiments revealed that compound 4 (or 5) has a highly selective response to mercury(II) ion in aqueous solution.

Graphical abstract: Dipyrrolylquinoxaline-bridged Schiff bases: a new class of fluorescent sensors for mercury(ii)

Supplementary files

Article information

Article type
Paper
Submitted
25 Apr 2005
Accepted
29 Jul 2005
First published
26 Aug 2005

Dalton Trans., 2005, 3235-3240

Dipyrrolylquinoxaline-bridged Schiff bases: a new class of fluorescent sensors for mercury(II)

L. Wang, X. Zhu, W. Wong, J. Guo, W. Wong and Z. Li, Dalton Trans., 2005, 3235 DOI: 10.1039/B505676D

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