Birch‐Type Photoreduction of Arenes and Heteroarenes by Sensitized Electron Transfer

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Abstract: The direct reduction of arenes and heteroarenes by visible‐light irradiation remains challenging, as the energy of a single photon is not sufficient for breaking aromatic stabilization. Shown herein is that the energy accumulation of two visible‐light photons allows the dearomatization of arenes and heteroarenes. Mechanistic investigations confirm that the combination of energy‐transfer and electron‐transfer processes generates an arene radical anion, which is subsequently trapped by hydrogen‐atom transfer and finally protonated to form the dearomatized product. The photoreduction converts planar aromatic feedstock compounds into molecular skeletons that are of use in organic synthesis.

Location: Deutsche Nationalbibliothek Frankfurt am Main

Extent: Online-Ressource

Language: Englisch

Bibliographic citation: Birch‐Type Photoreduction of Arenes and Heteroarenes by Sensitized Electron Transfer ; volume:131 ; number:40 ; year:2019 ; pages:14427-14432 ; extent:6
Angewandte Chemie ; 131, Heft 40 (2019), 14427-14432 (gesamt 6)

Creator: Chatterjee, Anamitra
König, Burkhard

DOI: 10.1002/ange.201905485

URN: urn:nbn:de:101:1-2022081409233676791452

Rights: Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.

Last update: 15.08.2025, 7:26 AM CEST

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Chatterjee, Anamitra
König, Burkhard

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