Title: Radical C-H Arylation of the BODIPY Core with Aryldiazonium Salts: Synthesis of Highly Fluorescent Red-Shifted Dyes
Authors: Verbelen, Bram
Boodts, Stijn
Hofkens, Johan
Boens, Noël
Dehaen, Wim # ×
Issue Date: Apr-2015
Publisher: Wiley-VCH
Series Title: Angewandte Chemie - International Edition vol:54 issue:15 pages:4612-6
Article number: 10.1002/anie.201410853
Abstract: We describe herein the first radical C-H arylation of BODIPY dyes. This novel, general, one-step synthetic procedure uses ferrocene to generate aryl radical species from aryldiazonium salts and allows the straightforward synthesis of brightly fluorescent (Φ>0.85) 3,5-diarylated and 3-monoarylated boron dipyrrins in up to 86 % yield for a broad range of aryl substituents. In this way, new and complex dyes with red-shifted spectra can be easily prepared.
ISSN: 1433-7851
Publication status: published
KU Leuven publication type: IT
Appears in Collections:Molecular Design and Synthesis
Molecular Imaging and Photonics
× corresponding author
# (joint) last author

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