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Porphyrin-catalyzed photochemical C-H arylation of heteroarenes

Rybicka-Jasińska, Katarzyna, König, Burkhard and Gryko, Dorota (2017) Porphyrin-catalyzed photochemical C-H arylation of heteroarenes. European Journal of Organic Chemistry, pp. 2104-2107.

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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.


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Item type:Article
Date:2017
Institutions:Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Projects:GRK 1626 Chemische Photokatalyse
Identification Number:
ValueType
10.1002/ejoc.201601518DOI
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
Dewey Decimal Classification:500 Science > 540 Chemistry & allied sciences
Status:Published
Refereed:Yes, this version has been refereed
Created at the University of Regensburg:Partially
Item ID:35082
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