Colorimetric and fluorimetric detection of CN- ion using a highly selective and sensitive chemosensor derived from coumarin-hydrazone

Bouali W., Yaman M., Seferoğlu N., Seferoğlu Z.

JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, vol.448, 2024 (SCI-Expanded, Scopus) identifier identifier

  • Publication Type: Article / Article
  • Volume: 448
  • Publication Date: 2024
  • Doi Number: 10.1016/j.jphotochem.2023.115227
  • Journal Name: JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus, Academic Search Premier, BIOSIS, Chemical Abstracts Core, Chimica, INSPEC
  • Keywords: Colorimetric, Coumarin, Cyanide anion, Fluorescent chemosensors, Hydrazone, Michael addition
  • Gazi University Affiliated: Yes

Abstract

Novel chemosensors, including coumarin hydrazide, were designed and synthesized by a three-step synthesis sequence starting from 7-(diethylamino)-2-oxo-2H-chromene-3-carbohydrazide. General spectroscopic methods (FT-IR, 1H/13C NMR, and HRMS) were used to characterize all produced chemosensors. These chemosensors demonstrate the ability to detect cyanide (CN-) anion by shifting absorption and fluorescence turn-off response in DMSO. The reaction mechanism between the synthesized chemosensors and the CN- anion involves deproto-nation and addition processes; as determined by dipole-dipole interactions, reversibility, 1H NMR experiments, and theoretical studies. With limit of detection (LOD) values of 0.25 mu M and 0.15 mu M for 3a and 3b, respectively, these chemosensors exhibit exceptional detection ability and demonstrate the high effectiveness of their use for CN- anion determination.