One-Pot Synthesis of a Mono-O,B,N-strapped BODIPY Derivative Displaying Bright Fluorescence in the Solid State

Tin(IV) catalysis allows isolation of a boron dipyrroirrethene derivative bearing a solitary strap around the boron center. The conditions favor internal cyclization without contamination by side products and provide high yields of product in good purity. A phenolate-based strap imposes chirality and causes geometrical distortion of the dipyrrin. Relatively-strong fluorescence is observed for single crystals, evaporated films, and adsorbed layers. Single-Crystal absorption and emission spectra resemble those observed from-solution with contributions froth a dimer.