Photophysics of perylene diimide dianions and their application in photoredox catalysis

Li, Han and Wenger, Oliver S.. (2022) Photophysics of perylene diimide dianions and their application in photoredox catalysis. Angewandte Chemie International Edition, 61 (5). e202110491.

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The two-electron reduced forms of perylene diimides (PDIs) are luminescent closed-shell species whose photochemical properties seem underexplored. Our proof-of-concept study demonstrates that straightforward (single) excitation of PDI dianions with green photons provides an excited state that is similarly or more reducing than the much shorter-lived excited states of PDI radical monoanions, which are typically accessible after biphotonic excitation with blue photons. Thermodynamically demanding photocatalytic reductive dehalogenations and reductive C−O bond cleavage reactions of lignin model compounds have been performed using sodium dithionite acts as a reductant, either in aqueous solution or in biphasic water–acetonitrile mixtures in the presence of a phase transfer reagent. Our work illustrates the concept of multi-electron reduction of a photocatalyst by a sacrificial reagent prior to irradiation with low-energy photons as a means of generating very reactive excited states.
Faculties and Departments:05 Faculty of Science > Departement Chemie > Chemie > Anorganische Chemie (Wenger)
UniBasel Contributors:Wenger, Oliver and Li, Han
Item Type:Article, refereed
Article Subtype:Research Article
Note:Publication type according to Uni Basel Research Database: Journal article
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Last Modified:07 Jul 2022 09:27
Deposited On:29 Jun 2022 07:31

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