Mizoroki-Heck type reactions and synthesis of 1,4-dicarbonyl compounds by heterogeneous organic semiconductor photocatalysis

Khamrai, Jagadish and Das, Saikat and Savateev, Aleksandr and Antonietti, Markus and Koenig, Burkhard (2021) Mizoroki-Heck type reactions and synthesis of 1,4-dicarbonyl compounds by heterogeneous organic semiconductor photocatalysis. GREEN CHEMISTRY, 23 (5). pp. 2017-2024. ISSN 1463-9262, 1463-9270

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Abstract

We report the synthesis of 1,4-dicarbonyl compounds and substituted alkenes (Mizoroki-Heck type coupling) starting from secondary and tertiary alkyl halides and vinyl acetate or styrene derivatives using visible-light photocatalysis. The protocol uses mesoporous graphitic carbon nitride (mpg-CN) as a heterogeneous organic semiconductor photocatalyst and Ni(ii) salts as Lewis acid catalysts. Detailed post-characterization of the heterogeneous material has been carried out to support the proposed catalytic cycle. Apart from high functional-group tolerance, mild reaction conditions, scalability as well as easy recovery and reuse of the mpg-CN photocatalyst provide a practical solution to these widespread transformations in terms of sustainability and efficiency and this methodology is recommended for applications in academic and industrial synthesis.

Item Type: Article
Uncontrolled Keywords: GRAPHITIC CARBON NITRIDE; ALKYL-HALIDES; HYDROGEN-PRODUCTION; BOND FORMATION; 1,4-DIKETONES; CATALYSIS; WATER; HYDROCARBONS; CYCLIZATION; ADDITIONS
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: 10 Aug 2022 10:49
Last Modified: 10 Aug 2022 10:49
URI: https://pred.uni-regensburg.de/id/eprint/46418

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