Synthesis, structure and photophysical properties of dibenzofuran-fused boron dipyrromethenes

Regioselective functionalization of core per-substituted boron dipyrromethenes (BODIPYs) has been achieved efficiently based on tetrabromoBODIPY, which affords a series of dibenzofuran-fused chromophores, via a regioselective nucleophilic substitution reaction followed by direct palladium-catalyzed two-fold intramolecular ring fusion. These rigid dibenzofuran-fused BODIPYs showed impressive photophysical properties such as clearly red-shifted absorption and emission bands, enhanced absorption coefficients upon and intense fluorescence (close to unity).