The BODIPY chromophore can be easily modified by nucleophilic mono- or disubstitution of 3,5-dichloroBODIPY with O-, N-, S- and C-nucleophiles. Absorption and fluorescence spectral data of the new BODIPY derivatives are also reported.

[structure: see text] A potassium-selective fluorescent BODIPY-linked azacrown ether chemosensor has been synthesized using novel substitution reactions of 3,5-dichloroBODIPY. The indicator absorbs and emits light in the visible wavelength range. The dissociation constant Kd for the complex between K+ and the probe is 0.5 mM in acetonitrile. Quantum chemical calculations show that the experimental hypsochromic shifts in absorption and fluorescence upon potassium binding are due to complexation, which induces a large conformational change of the sensor.

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)

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