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Khamrai, Jagadish ; Das, Saikat ; Savateev, Aleksandr ; Antonietti, Markus ; König, Burkhard

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

Khamrai, Jagadish , Das, Saikat, Savateev, Aleksandr, Antonietti, Markus and König, Burkhard (2021) Mizoroki–Heck type reactions and synthesis of 1,4-dicarbonyl compounds by heterogeneous organic semiconductor photocatalysis. Green Chemistry 23, pp. 2017-2024.

Date of publication of this fulltext: 05 Mar 2021 08:44
Article
DOI to cite this document: 10.5283/epub.45152


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. ...

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.



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Details

Item typeArticle
Journal or Publication TitleGreen Chemistry
Publisher:ROYAL SOC CHEMISTRY
Place of Publication:CAMBRIDGE
Volume:23
Page Range:pp. 2017-2024
Date2 March 2021
InstitutionsChemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Identification Number
ValueType
10.1039/d0gc03792cDOI
KeywordsGRAPHITIC CARBON NITRIDE; ALKYL-HALIDES; HYDROGEN-PRODUCTION; BOND FORMATION; 1,4-DIKETONES; CATALYSIS; WATER; HYDROCARBONS; CYCLIZATION; ADDITIONS
Dewey Decimal Classification500 Science > 540 Chemistry & allied sciences
StatusPublished
RefereedYes, this version has been refereed
Created at the University of RegensburgPartially
URN of the UB Regensburgurn:nbn:de:bvb:355-epub-451529
Item ID45152

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