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Issue 41, 2014

Investigation of desilylation in the recognition mechanism to fluoride by a 1,8-naphthalimide derivative

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Abstract

A reaction-based chemosensor (AF-1) was designed, synthesized and applied as an optical approach for quantitative measurement of F in MeCN. In the presence of F, selective fluoride-assisted desilylation instantly gave colorimetric and fluorogenic signals, providing a dual-optical channel for the detection of F. 1H NMR titration was carried out to investigate the desilylation process, revealing F triggered rapid cleavage of Si–O bond in trimethylsilyl ether. AF-1 exhibited high sensitivity and selectivity to F over other anions. The detection limit to F was calculated to be 0.05 ppm.

Graphical abstract: Investigation of desilylation in the recognition mechanism to fluoride by a 1,8-naphthalimide derivative

Supplementary files

Article information


Submitted
16 Jul 2014
Accepted
22 Aug 2014
First published
26 Aug 2014

Org. Biomol. Chem., 2014,12, 8275-8279
Article type
Paper
Author version available

Investigation of desilylation in the recognition mechanism to fluoride by a 1,8-naphthalimide derivative

J. Woo, G. Kim, K. Quintero, M. P. Hanrahan, H. Palencia and H. Cao, Org. Biomol. Chem., 2014, 12, 8275 DOI: 10.1039/C4OB01500B

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