A new ratiometric and colorimetric chemosensor for cyanide anion based on coumarin-hemicyanine hybrid

Org Biomol Chem. 2012 Jul 14;10(26):5073-6. doi: 10.1039/c2ob25516b. Epub 2012 May 25.

Abstract

A hybrid coumarin-hemicyanine dye, Cou-BT, was developed as a new ratiometric and colorimetric sensor for cyanide with a sensing mechanism via nucleophilic addition of cyanide anion to the benzothiolium group. Cou-BT shows high sensitivity and selectivity for cyanide detection over other common anion species in aqueous acetonitrile solution. The calculated pseudo-first-order rate constant for cyanide anion addition was (2.13 ± 0.08) × 10(-2) s(-1) at 298 K, and the detection limit was estimated to be 0.64 μM. The DFT and TDDFT calculation results suggest that the ratiometric and colorimetric sensing behavior of Cou-BT upon its reaction with cyanide was due to the interrupted π-conjugation and blocked ICT progress.

Publication types

  • Evaluation Study
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anions / analysis
  • Colorimetry / methods*
  • Coloring Agents / chemistry*
  • Coumarins / chemistry*
  • Cyanides / analysis*
  • Models, Molecular
  • Sensitivity and Specificity
  • Spectrometry, Fluorescence / methods
  • Spectrophotometry / methods

Substances

  • Anions
  • Coloring Agents
  • Coumarins
  • Cyanides
  • coumarin