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Karas, Lucas J; Wu, Chia-Hua; Wu, Judy I
Journal of the American Chemical Society, 11/2021, Letnik: 143, Številka: 43Journal Article
Many popular organic chromophores that catalyze photoinduced proton-coupled electron transfer (PCET) reactions are aromatic in the ground state but become excited-state antiaromatic in the lowest ππ* state. We show that excited-state antiaromaticity makes electron transfer easier. Two representative photoinduced electron transfer processes are investigated: (1) the photolysis of phenol and (2) solar water splitting of a pyridine–water complex. In the selected reactions, the directions of electron transfer are opposite, but the net result is proton transfer following the direction of electron transfer. Nucleus-independent chemical shifts (NICS), ionization energies, electron affinities, and PCET energy profiles of selected 4n and 4n + 2 π-systems are presented, and important mechanistic implications are discussed.
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JCR | SNIP | JCR | SNIP | JCR | SNIP | JCR | SNIP |
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