1. Academic Validation
  2. Tailoring the properties of boron-dipyrromethene dyes with acetylenic functions at the 2,6,8 and 4-B substitution positions

Tailoring the properties of boron-dipyrromethene dyes with acetylenic functions at the 2,6,8 and 4-B substitution positions

  • Org Lett. 2008 Jun 5;10(11):2183-6. doi: 10.1021/ol800560b.
Laure Bonardi 1 Gilles Ulrich Raymond Ziessel
Affiliations

Affiliation

  • 1 Laboratoire De Chimie Organique Et Spectroscopies Avancées, Centre National de la Recherche Scientifique, Université Louis Pasteur, Ecole de chimie, Polymères, Matériaux de Strasbourg, Strasbourg, France.
Abstract

Substitution of F-Bodipy with alkynylaryl residues at boron, at the pyrrolic core or at the meso position, provides unique tri-, tetra-, and pentasubstituted dyes. Substitution at the (pyrrolic) 2,6-positions provides substantial red shifts with quantum yields in the 40-90% range and excited-state lifetimes of 3-7 ns. ON/OFF fluorescence switching can be produced by protonation of dibutylamino subunits.

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