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Palladium‐Catalyzed Coupling Reactions for the Functionalization of BODIPY Dyes with Fluorescence Spanning the Visible Spectrum
Author(s) -
Rohand Taoufik,
Qin Wenwu,
Boens Noël,
Dehaen Wim
Publication year - 2006
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200600531
Subject(s) - bodipy , chemistry , fluorophore , sonogashira coupling , photochemistry , fluorescence , palladium , aryl , stille reaction , suzuki reaction , coupling reaction , catalysis , combinatorial chemistry , organic chemistry , quantum mechanics , physics , alkyl
The BODIPY fluorophore can easily be functionalized at the 3‐ (and 5‐)position(s) with one or two aryl, ethenylaryl and ethynylaryl moieties by palladium‐catalyzed coupling reactions of the 3,5‐dichloroBODIPY derivative using the Stille, Suzuki, Heck and Sonogashira reactions. The fluorescence excitation and emission spectral maxima of the novel BODIPY derivatives range from green to near‐infrared. The new class of ethynylaryl‐substituted BODIPY dyes are extremely bright fluorescent compounds.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)