Cyclic and acyclic azobenzene bridged porphyrin−dipyrrin derivatives were successfully prepared via Suzuki−Miyaura coupling reaction of α,α′-diborylated dipyrromethane with bromoazophenyl porphyrin or reaction of borylated porphyrin with dibromoazophenyl dipyrrin, and the corresponding porphyrin−Bodipy derivatives were obtained by subsequent boron complexation. The cyclic porphyrin−dipyrrin compound 3Ni was confirmed by X-ray diffraction. The low fluorescence quantum yields of azobenzene bridged porphyrin−Bodipy can be ascribed to the presence of the intramolecular charge transfer state.
Yin, B., Kim, T., Zhou, M., Huang, W., Kim, D., & Song, J. (2017). Porphyrin–Azobenzene–Bodipy Triads: Syntheses, Structures, and Photophysical Properties. Organic Letters, 19(10), 2654-2657. https://doi.org/10.1021/acs.orglett.7b00988