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Issue 10, 2013
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An NBD-armed thiacalix[4]arene-derived colorimetric and fluorometric chemosensor for Ag+: a metal–ligand receptor of anions

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Abstract

A new type of thiacalix[4]arene-based chemosensor 2a and 2b containing amino groups as a binding site and 7-nitrobenzo-2-oxa-1,3-diazole (NBD) as a chromophore have been synthesized and characterized by single crystal X-ray diffraction and by NMR spectroscopic methods. Each receptor acted as a strong colorimetric and fluorometric sensor for silver ions and exhibited significant stepwise deprotonation of NH as evidenced by a bathochromic shift in both the UV-vis absorption and fluorescence emission spectra after addition of an Ag+ cation. Furthermore, the metal–ligand complex 2a·Ag+ can be exploited as an ion-pair receptor for the recognition of F, AcO or I anions through switching the detection signal output (can been distinguished by ‘naked eye’). However, receptor 2b·Ag+ displays a selective response only to iodide ion. These results could be attributed to the slightly different structural conformation between receptors 2a and 2b, which are derived from a 1,3-alternate-thiacalix[4]arene scaffold, suggesting they play a key role in the selective and binding ability of the host chemosensors.

Graphical abstract: An NBD-armed thiacalix[4]arene-derived colorimetric and fluorometric chemosensor for Ag+: a metal–ligand receptor of anions

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Article information


Submitted
12 Sep 2012
Accepted
29 Nov 2012
First published
29 Nov 2012

Dalton Trans., 2013,42, 3552-3560
Article type
Paper

An NBD-armed thiacalix[4]arene-derived colorimetric and fluorometric chemosensor for Ag+: a metal–ligand receptor of anions

Y. Fu, L. Mu, X. Zeng, J. Zhao, C. Redshaw, X. Ni and T. Yamato, Dalton Trans., 2013, 42, 3552
DOI: 10.1039/C2DT32115G

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