Synthesis of directly connected BODIPY oligomers through Suzuki-Miyaura coupling.

Treatment of a meso-arylboron dipyrrin (BODIPY) with NBS provides mono- and dibrominated BODIPYs at the 2- and 6-positions in excellent yields with high regioselectivity. Brominated products can be employed as a nice building block for the synthesis of a variety of BODIPY derivatives through Suzuki-Miyaura coupling. Because of a lack of substituents at the 1,3,5,7-positions, a directly β-β-linked BODIPY dimer exhibits a completely coplanar conformation of BODIPY units, offering effective π-conjugation.