4.4 Article

A phenolic Schiff base for highly selective sensing of fluoride and cyanide via different channels

Journal

TETRAHEDRON
Volume 68, Issue 2, Pages 636-641

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.10.105

Keywords

Colorimetric; Fluorescence; Cyanide; Fluoride; Sensors; Benzoxazole; Schiff base

Funding

  1. National Natural Science Foundation of China [20874038]
  2. National Basic Research Program of China [2012CB933803]

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A chemosensor based on phenolic Schiff base bearing a pyrene group (sensor 1) has been synthesized and demonstrated. Sensor 1 showed a highly selective colorimetric response to fluoride anions based on a deprotonation process and fluorescent response to cyanide anions (606-fold fluorescence quantum yield enhancement) based on a cyclization process. Moreover, the cyclization of phenolic Schiff bases induced by cyanide could be used as a new way to synthesize 2-substituted benzoxazoles. (C) 2011 Elsevier Ltd. All rights reserved.

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