Design of Novel Pyrene-Bodipy Dyads: Synthesis, Characterization, Optical Properties, and FRET Studies

Molecules. 2018 Sep 7;23(9):2289. doi: 10.3390/molecules23092289.

Abstract

A new series of dendronized bodipys containing pyrene units was synthesized and characterized. Their optical and photophysical properties were determined by absorption and fluorescence spectroscopy. This series includes three different compounds. The first one has an anisole group linked to the bodipy unit, which was used as the reference compound. In the second, the bodipy core is linked to a zero generation dendron with one pyrene unit. The third compound contains a first generation Fréchet-type dendron bearing two pyrene units. In this work, the combination pyrene-bodipy was selected as the donor-acceptor pair for this fluorescence resonance energy transfer (FRET) study. Doubtless, these two chromophores exhibit high quantum yields, high extinction coefficients, and both their excitation and emission wavelengths are located in the visible region. This report presents a FRET study of a novel series of pyrene-bodipy dendritic molecules bearing flexible spacers. We demonstrated via spectroscopic studies that FRET phenomena occur in these dyads.

Keywords: bodipy; fluorescence resonance energy transfer (FRET); pyrene.

MeSH terms

  • Anthracenes / chemistry
  • Boron Compounds / chemical synthesis
  • Boron Compounds / chemistry*
  • Fluorescence Resonance Energy Transfer / methods*
  • Pyrenes / chemistry*
  • Spectrum Analysis / methods

Substances

  • 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene
  • Anthracenes
  • Boron Compounds
  • Pyrenes
  • dendron
  • pyrene