Porphyrin-Catalyzed Photochemical C-H Arylation of Heteroarenes

Rybicka-Jasinska, Katarzyna and Koenig, Burkhard and Gryko, Dorota (2017) Porphyrin-Catalyzed Photochemical C-H Arylation of Heteroarenes. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY (15). pp. 2104-2107. ISSN 1434-193X, 1099-0690

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Abstract

Organic dyes are a promising class of photoredox catalysts and offer a meaningful alternative to broadly applied Ru and Ir complexes. We found that porphyrins with tuned physicochemical properties, by tailoring various substituents at the periphery of the macrocycle, are effective in catalyzing the light-induced direct arylation of heteroarenes and coumarins with diazonium salts. Mechanistic studies confirmed that the reaction operates by an oxidative quenching pathway of the porphyrin.

Item Type: Article
Uncontrolled Keywords: VISIBLE-LIGHT PHOTOCATALYSIS; NONAQUEOUS MEDIA; PHOTOREDOX CATALYSIS; ORGANIC-SYNTHESIS; ELECTROCHEMISTRY; SOLVENT; PROTONATION/DEPROTONATION; SPECTROELECTROCHEMISTRY; TETRAARYLPORPHYRINS; SUBSTITUENTS; C-H activation; Diazonium salts; Macrocycles; Photocatalysis; Porphyrinoids; Heterocycles
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: 14 Dec 2018 13:10
Last Modified: 11 Feb 2019 14:00
URI: https://pred.uni-regensburg.de/id/eprint/1026

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