Tailoring the properties of boron-dipyrromethene dyes with acetylenic functions at the 2,6,8 and 4-B substitution positions.
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.
Bonardi
Laure
L
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.
Ulrich
Gilles
G
Ziessel
Raymond
R
D000114:Acetylene / Q000737:chemistry*; D001896:Boron Compounds / Q000737:chemistry*; D005456:Fluorescent Dyes / Q000737:chemistry*; D011162:Porphobilinogen / Q000031:analogs & derivatives* / Q000737:chemistry
C095489:4,4-difluoro-4-bora-3a,4a-diaza-s-indacene; D001896:Boron Compounds; D005456:Fluorescent Dyes; C507544:dipyrromethene; D011162:Porphobilinogen; D000114:Acetylene