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Palladium-Catalyzed Non-Directed C─H Functionalization of Arenes with Trifluoromethylated Olefins

DOI zum Zitieren der Version auf EPub Bayreuth: https://doi.org/10.15495/EPub_UBT_00009034
URN to cite this document: urn:nbn:de:bvb:703-epub-9034-4

Title data

Stockmann, Levin ; Empel, Claire:
Palladium-Catalyzed Non-Directed C─H Functionalization of Arenes with Trifluoromethylated Olefins.
In: Chemistry : a European Journal. Vol. 31 (2025) Issue 47 . - e01973.
ISSN 1521-3765
DOI der Verlagsversion: https://doi.org/10.1002/chem.202501973

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Abstract

Herein, we report the palladium-catalyzed non-directed C─H functionalization reaction of simple arenes with α-trifluoromethyl styrene derivatives. The application of 2-pyridone ligands increased the yield and selectivity of the alkenylation reaction and enabled a broad scope of different simple arenes and α-trifluoromethyl styrenes (25 examples, up to 94% yield). Overall, a robust reaction is developed as described by a sensitivity screening. Detailed experimental studies on the reaction were performed to further understand the mechanism. Palladium-catalyzed non-directed C─H alkenylation of simple arenes with α-trifluoromethyl styrene derivatives is accomplished using 2-pyridone ligands, which significantly enhances both yield and selectivity. This approach enables efficient functionalization across a wide range of arenes and styrene substrates. Mechanistic studies further clarify the reaction pathway.

Further data

Item Type: Article in a journal
Keywords: C─H Functionalization; fluorine chemistry; Pd-catalysis; trifluoro methylated olefines
DDC Subjects: 500 Science > 540 Chemistry
Institutions of the University: Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry > Chair Organic Chemistry II - Bioorganic Chemistry
Faculties
Faculties > Faculty of Biology, Chemistry and Earth Sciences
Faculties > Faculty of Biology, Chemistry and Earth Sciences > Department of Chemistry
Language: English
Originates at UBT: Yes
URN: urn:nbn:de:bvb:703-epub-9034-4
Date Deposited: 27 Mar 2026 12:46
Last Modified: 27 Mar 2026 12:46
URI: https://epub.uni-bayreuth.de/id/eprint/9034

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