4.7 Article

Novel chromene-derived fluorescent probe for detection of cyanides by imine-controlled ESIPT

Journal

DYES AND PIGMENTS
Volume 195, Issue -, Pages -

Publisher

ELSEVIER SCI LTD
DOI: 10.1016/j.dyepig.2021.109693

Keywords

Chromene-derived; Fluorescent probe; Cyanides; ESIPT; Food sample

Funding

  1. Natural Science Foundation of Shanghai [17ZR1429900]
  2. Opening Fund of Shanghai Key Laboratory of Chemical Biology

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A novel chromene-derived fluorescent probe was developed with a unique ESIPT mechanism for sensing cyanides in aqueous environments with high selectivity and sensitivity. The probe's structure changes under cyanide induction, and test strips based on this probe were successfully fabricated for practical cyanide detection. This probe also shows great potential for cyanide detection in food samples such as cassava flour and bitter almonds.
A novel chromogenic and fluorogenic chromene-derived fluorescent probe 5 with a unique imine-controlled excited-state intramolecular proton transfer (ESIPT) mechanism was first developed to sense cyanides with excellent selectivity and high sensitivity in aqueous environments. Under the induction of cyanide, ESIPT occurs and the probe's structure changes from normal form (N) to tautomeric form 5' (T). Introduction of excess cyanide promotes final deprotonation of NH. H-1 NMR titration experiments further supported the proposed mechanism. Interestingly, probe 5-based test strips were successfully fabricated to efficiently detect cyanides in practical application. In addition, probe 5 has great potential application for cyanide detection in food samples such as cassava flour and bitter almonds.

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