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Updated: Jan 10, 2026

Palladium N-Heterocyclic Carbene Complexes: Synthesis from Benzimidazolium Salts and Catalytic Activity in Carbon-carbon Bond-forming Reactions
Published on: July 30, 2017
Amination and Para-C─H Arylation of Aryl Fluorides Enabled by α-Methylnaphthyl (MeNAP) Palladium Catalysts
Jie Shen1, Johanna Stemmer1, Sourav Manna1
1Chair of Organic Chemistry I, Faculty of Chemistry and Biochemistry, Ruhr-Universität Bochum, Universitätsstr. 150, 44801, Bochum, Germany.
Abstract:
The C─F bond is among the strongest in organic molecules and can be cleaved only by few transition metal catalysts under harsh conditions or with highly reactive nucleophiles. We herein report that a methyl naphthyl (MeNAP) palladium bromide / BrettPhos catalyst with lithium bis(trimethylsilyl)amide (LiHMDS) as the base promotes aminations of non-activated aryl fluorides already at 40-60 °C to give primary, secondary, and tertiary anilines. A related catalyst system further enables para-C─H arylations of tritylated anilines with aryl fluorides, yielding biarylamines.
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