Molecules (Feb 2020)

Ready Access to Molecular Rotors Based on Boron Dipyrromethene Dyes-Coumarin Dyads Featuring Broadband Absorption

  • Ernesto Enríquez-Palacios,
  • Teresa Arbeloa,
  • Jorge Bañuelos,
  • Claudia I. Bautista-Hernández,
  • José G. Becerra-González,
  • Iñigo López-Arbeloa,
  • Eduardo Peña-Cabrera

DOI
https://doi.org/10.3390/molecules25040781
Journal volume & issue
Vol. 25, no. 4
p. 781

Abstract

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Herein we report on a straightforward access method for boron dipyrromethene dyes (BODIPYs)-coumarin hybrids linked through their respective 8- and 6- positions, with wide functionalization of the coumarin fragment, using salicylaldehyde as a versatile building block. The computationally-assisted photophysical study unveils broadband absorption upon proper functionalization of the coumarin, as well as the key role of the conformational freedom of the coumarin appended at the meso position of the BODIPY. Such free motion almost suppresses the fluorescence signal, but enables us to apply these dyads as molecular rotors to monitor the surrounding microviscosity.

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