A highly selective phenothiazine-based fluorescence 'turn-on' indicator based on cyanide-promoted novel protection/deprotection mechanism

Chem Commun (Camb). 2015 May 25;51(42):8809-12. doi: 10.1039/c5cc01626f.

Abstract

A cyanide anion (CN(-))-triggered deprotection of NH-protected phenothiazine, (E)-10-(10H-phenothiazin-3'-yl)propenal, has been discovered as a novel mechanism for the highly selective fluorescence detection of CN(-) under ambient conditions. The present protocol may pave the way for its broad application in organic synthesis in the near future.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Acrolein / analogs & derivatives*
  • Acrolein / chemical synthesis
  • Acrolein / chemistry
  • Cyanides / analysis*
  • Fluorescent Dyes / chemical synthesis
  • Fluorescent Dyes / chemistry*
  • Molecular Structure
  • Phenothiazines / chemical synthesis
  • Phenothiazines / chemistry*
  • Spectrometry, Fluorescence

Substances

  • 10-(10H-phenothiazin-3'-yl)propenal
  • Cyanides
  • Fluorescent Dyes
  • Phenothiazines
  • Acrolein