Elsevier

Tetrahedron Letters

Volume 53, Issue 5, 1 February 2012, Pages 575-578
Tetrahedron Letters

Fluoride indicator that functions in mixed aqueous media: hydrogen bonding effects

https://doi.org/10.1016/j.tetlet.2011.11.099Get rights and content

Abstract

A urea-based fluoride anion indicator, 3, that functions in mixed aqueous media is reported. Under these conditions, indicator 3 and the two control systems 1 and 2 are colorless. Addition of fluoride anions produces an easy-to-visualize colorimetric response (colorless to yellow) in the case of 3, but not 1 or 2 as the result of anion-induced Si–O bond cleavage. Most of the colorimetric response is believed to stem from an alteration in the hydrogen bonding network, rather than changes to the π-conjugation pathway per se.

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Acknowledgments

This research was supported by Inha University Research Grant and the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology (Grant No. 2010-0004206). We would also like to thank Dr. Kun Cho from the mass spectrometry lab of the Korea Basic Science Institute for MS analysis.

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