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

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Savateev,  Aleksandr
Aleksandr Savateev, Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Antonietti,  Markus
Markus Antonietti, Kolloidchemie, Max Planck Institute of Colloids and Interfaces, Max Planck Society;

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Citation

Khamrai, J., Das, S., Savateev, A., Antonietti, M., & König, B. (2021). Mizoroki–Heck type reactions and synthesis of 1,4-dicarbonyl compounds by heterogeneous organic semiconductor photocatalysis. Green Chemistry, 23(5), 2017-2024. doi:10.1039/D0GC03792C.


Cite as: https://hdl.handle.net/21.11116/0000-0008-1D2E-6
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.