Reduction of aryl halides by consecutive visible light-induced electron transfer processes

Ghosh, Indrajit and Ghosh, Tamal and Bardagi, Javier I. and Koenig, Burkhard (2014) Reduction of aryl halides by consecutive visible light-induced electron transfer processes. SCIENCE, 346 (6210). pp. 725-728. ISSN 0036-8075, 1095-9203

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Abstract

Biological photosynthesis uses the energy of several visible light photons for the challenging oxidation of water, whereas chemical photocatalysis typically involves only single-photon excitation. Perylene bisimide is reduced by visible light photoinduced electron transfer (PET) to its stable and colored radical anion. We report here that subsequent excitation of the radical anion accumulates sufficient energy for the reduction of stable aryl chlorides giving aryl radicals, which were trapped by hydrogen atom donors or used in carbon-carbon bond formation. This consecutive PET (conPET) overcomes the current energetic limitation of visible light photoredox catalysis and allows the photocatalytic conversion of less reactive chemical bonds in organic synthesis.

Item Type: Article
Uncontrolled Keywords: HOMOLYTIC AROMATIC-SUBSTITUTION; C-H-ARYLATION; PHOTOREDOX CATALYSIS; ORGANIC-SYNTHESIS; DIAZONIUM SALTS; TRANSFORMATIONS; HETEROARENES; ACTIVATION; TRANSITION; ALDEHYDES;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 07 Aug 2019 13:36
Last Modified: 07 Aug 2019 13:36
URI: https://pred.uni-regensburg.de/id/eprint/9214

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