Pyrrolopyrrole
aza-BODIPYs (PPABs), dimeric aza-BODIPY analogues,
exhibit intense absorption and fluorescence in the visible and near-infrared
(NIR) regions. Here, we developed a facile postmodification by palladium-catalyzed
coupling reactions to synthesize a series of donor–acceptor–donor
(D-A-D) PPABs. Despite the possible fluorescence quenching dictated
by the energy-gap low, D-A-D PPABs exhibit high-fluorescence brightness
in the NIR region, implying their potential use as a bright NIR emitter