(Invited) Molecular Donor-Acceptor Systems Derived from Aromatic Heterocycle-Fused Porphyrins

Photoinduced charge separation (CS) in molecular donor-acceptor (D-A) systems is crucial for achieving efficient solar energy conversion in various applications. Despite significant efforts to develop molecular D-A systems over the past decades, it remains a challenge to bring the lifetime of the charge separation state to ms range, which is much shorter than the CS lifetime (~1 s) in natural photosynthetic systems. In this talk, a donor-acceptor system with long-lived charge-separation state (37.2 μs) will be presented. This donor-acceptor system was derived from π-extended porphyrins fused with aromatic heterocycles. Porphyrins fused with aromatic heterocycles represent one fascinating yet very challenging frontiers in chemistry and materials science. 1-4 The Wang group has been engaged in developing concise and versatile synthetic and functionalization methods for π-extended porphyrins. The availability of these methods offers easy access to many π -extended porphyrins with novel functionalities. 5-7 In this talk, the synthesis, characterization, and the optical and photophysical properties of π-extended porphyrins fused with 5-, 6, and 7-membered rings including 12H-benzo[f]benzo[4,5]imidazo[2,1-a]isoindole and 1,10-phenanthroline, porphyrins will also be presented. Reference Stepien, E. Gonka, M. Zyla and N. Sprutta, Chem. Rev. , 2017, 117 , 3479-3716. Narita, X. Y. Wang, X. Feng and K. Mullen, Chem. Soc. Rev. , 2015, 44 , 6616-6643. P. Lewtak and D. T. Gryko, Chem. Commun., 2012, 48 , 10069-10086. K. S. Davis, A. L. Thompson and H. L. Anderson , J. Am. Chem. Soc ., 2011, 133 , 30-3. Hu, M. B. Thomas, W. A. Webre, A. Moss, R. G. W. Jinadasa, V. N. Nesterov, F. D’Souza and H. Wang, Angew. Chem. Int. Ed. , 2020 , 45 (132), 20250-20257. Moss, Y. Jang, J. Arvidson, V. N. Nesterov, F. D’Souza and H. Wang, Chem. Sci. , 2022, 13 , 9880 -9890. Moss, D. E. Nevonen, Y. Hu, V. N. Nesterov, V. Nemykin and H. Wang*, ACS Phys. Chem. Au, 2022, 2 , 6, 468-481.