Synthesis and Chemosensory Properties of New Cyanosubstituted 2,2'-Bipyridine Derivatives

J Fluoresc. 2022 Nov;32(6):2333-2342. doi: 10.1007/s10895-022-03027-9. Epub 2022 Sep 22.

Abstract

A series of novel 6-oxo-1,6-dihydro-[2,2'-bipyridine]-5-carbonitriles has been synthesized and characterized. Their photophysical properties in DMSO solution and aqueous medium as well as fluorescence response to the presence of metal ions have been investigated. The obtained 4-(4-methoxyphenyl)-6-oxo-1,6-dihydro-[2,2'-bipyridine]-5-carbonitrile has been shown as a selective fluorescent "turn-ON" probe for Cd2+ ions with LoD 0.359 µM, 1:1 metal-ligand ratio and binding constant of 5.2 × 104 M-1.

Keywords: 2,2'-Bipyridine; Chemosensors; Fluorescence; Metal sensing; Nitriles.

MeSH terms

  • 2,2'-Dipyridyl*
  • Cadmium
  • Dimethyl Sulfoxide*
  • Fluorescent Dyes / chemistry
  • Ions / chemistry
  • Ligands
  • Metals

Substances

  • 2,2'-Dipyridyl
  • Ligands
  • Dimethyl Sulfoxide
  • Cadmium
  • Ions
  • Fluorescent Dyes
  • Metals