Ultrafast Dynamics of a “Super” Photobase
Wei Sheng, Muath Nairat, Patrick D. Pawlaczyk, Elizabeth Mroczka, Benjamin Farris, Ehud Pines, James H. Geiger, Babak Borhan, Marcos Dantus
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Source: Crossref
Published: Oct 12, 2018
DOI: 10.1002/anie.201806787
Open original source ↗Source abstract
Abstract Molecular reactivity can change dramatically with the absorption of a photon due to the difference of the electronic configurations between the excited and ground states. Here we report on the discovery of a modular system (Schiff base formed from an aldehyde and an amine) that upon photoexcitation yields a more basic imine capable of intermolecular proton transfer from protic solvents. Ultrafast dynamics of the excited state conjugated Schiff base reveals the pathway for proton transfer, culminating in a 14‐unit increase in p K a to give the excited state p K a * >20 in ethanol.
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