Rational design of a dual chemosensor for cyanide anion sensing based on dicyanovinyl-substituted benzofurazan

J Org Chem. 2011 Dec 16;76(24):10286-90. doi: 10.1021/jo201878k. Epub 2011 Nov 22.

Abstract

A dicyanovinyl-substituted benzofurazan derivative (C1) was prepared as an efficient ratiometric chemosensor for cyanide anion detection in aqueous acetonitrile solution. Mechanism studies suggested that the nucleophilic addition of cyanide to the α-position of the dicyanovinyl group blocked the ICT progress of C1 and induced remarkable emission and absorption shift.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acetonitriles / chemistry
  • Anions / analysis
  • Benzoxazoles / chemical synthesis*
  • Chemistry Techniques, Analytical
  • Cyanides / analysis*
  • Fluorescent Dyes / chemical synthesis*
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Molecular Structure
  • Sensitivity and Specificity
  • Solutions
  • Spectrometry, Fluorescence
  • Vinyl Compounds / chemical synthesis*
  • Water

Substances

  • Acetonitriles
  • Anions
  • Benzoxazoles
  • Cyanides
  • Fluorescent Dyes
  • Solutions
  • Vinyl Compounds
  • Water
  • benzofurazan
  • acetonitrile