Synthesis of some novel quinone diimine derivatives of benzo-15-crown-5 for application in Hg(2+) recognition

Luminescence. 2014 Sep;29(6):586-90. doi: 10.1002/bio.2585. Epub 2013 Oct 9.

Abstract

A series of novel fluoroionophore bearing derivatives of benzo-15-crown-5 were synthesized by the amination of benzo-15-crown-5 followed by condensation with different quinones in the presence of titanium tetrachloride (TiCl4 ) and 1,4-diazabicyclo-[2.2.2]octane. The compounds were characterized by infrared, (1) H and (13) C nuclear magnetic resonance, mass spectroscopy and elemental analysis. Absorption and fluorescence spectral characteristics of these compounds were studied. It was observed that the anthraquinone derivative was acting as an Hg(2+) ion sensor.

Keywords: 4-Aminobenzo-15-crown-5 (4AB15C5); benzo-15-crown-5 (B15C5); emission spectroscopy; metal ion sensor; quinone diimine derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Crown Ethers / chemistry*
  • Fluorescent Dyes / chemical synthesis*
  • Fluorescent Dyes / chemistry*
  • Imines / chemical synthesis
  • Imines / chemistry*
  • Mercury / analysis*
  • Molecular Structure
  • Quinones / chemical synthesis
  • Quinones / chemistry*

Substances

  • Crown Ethers
  • Fluorescent Dyes
  • Imines
  • Quinones
  • 15-crown-5
  • Mercury