Synthetic Exploration of Bis(phenolate) Aza-BODIPYs and Heavier Group 13 Chelates

Molecules. 2022 Nov 26;27(23):8256. doi: 10.3390/molecules27238256.

Abstract

A series of boron, aluminum, gallium, and indium chelates containing the underexplored bis(phenolate) aza-dipyrromethene (aza-DIPY) core were prepared. These compounds were found to possess near-infrared absorption and emission profiles in the 710 to 770 nm domain and exhibit quantum yield values up to 14%. X-ray diffraction analysis revealed that heavier group 13 bis(phenolate) aza-DIPY chelates possessed octahedral geometries with either THF or pyridine groups occupying the axial positions as opposed to the tetrahedral geometry of the boron chelate.

Keywords: aza-ALDIPY; aza-BODIPY; aza-DIPY; aza-GADIPY; aza-INDIPY.

MeSH terms

  • Boron Compounds*
  • Chelating Agents
  • Crystallography, X-Ray
  • Fluorescent Dyes*
  • Phenols

Substances

  • azaBDPBA compound
  • Fluorescent Dyes
  • Boron Compounds
  • Phenols
  • Chelating Agents