Solid-state emissive triarylborane-based BODIPY dyes: photophysical properties and fluorescent sensing for fluoride and cyanide ions

Org Biomol Chem. 2011 Dec 7;9(23):8141-6. doi: 10.1039/c1ob05959a. Epub 2011 Oct 21.

Abstract

We disclose two novel BODIPY dyes, which contain the bulky substituent, [(4-dimesitylboryl)phenyl]ethynyl at 2- and 2,6-positions. The steric bulkiness of the boryl group is effective to suppress the intermolecular interaction in the solid state and thus these two compounds display intense fluorescence not only in solution but also in the solid state. In addition, the BODIPY dyes display sensitive fluorescence responses to fluoride and cyanide anions through the complexation with the boron center of the boryl group and the subsequent decomposition of the BODIPY core, illustrating their potential uses for the fluorescence sensing of fluoride and cyanide ions.