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

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.

Standort
Deutsche Nationalbibliothek Frankfurt am Main
Umfang
Online-Ressource
Sprache
Englisch

Erschienen in
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)

Urheber
Chatterjee, Anamitra
König, Burkhard

DOI
10.1002/ange.201905485
URN
urn:nbn:de:101:1-2022081409233676791452
Rechteinformation
Open Access; Der Zugriff auf das Objekt ist unbeschränkt möglich.
Letzte Aktualisierung
15.08.2025, 07:26 MESZ

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