Fluorescence photoactivation by ligand exchange around the boron center of a BODIPY chromophore

Org Lett. 2013 Jun 21;15(12):3154-7. doi: 10.1021/ol401380n. Epub 2013 Jun 5.

Abstract

Chelation of the boron center of the borondipyrromethene (BODIPY) platform by a catecholate ligand results in effective fluorescence suppression. Electron transfer from the chelating unit to the adjacent chromophore upon excitation is responsible for fluorescence quenching. Under the influence of a photoacid generator, the catecholate chelator can be exchanged with a pair of methoxide ligands. This photoinduced transformation prevents electron transfer and efficiently activates the fluorescence of the BODIPY chromophore.