FluoroFusion: NHC-Catalyzed Nucleophilic Aromatic Substitution Reaction Unveils Functional Perfluorinated Diarylmethanones.
Cheng-Lin ChanShao-Chi LeePei-Shan LinRadyn Vanessa Phaz P TapalesJia-Syuan LiChun-An LaiJyh-Tsung LeeChien-Hung LiHsuan-Hung LiaoPublished in: Organic letters (2024)
A mild, facile, and metal-free approach via the N -heterocyclic carbene-catalyzed S N Ar reaction between aryl aldehydes with perfluoroarenes to obtain the coveted functional perfluorinated diarylmethanones is disclosed. This method accommodates a diverse substrate range and exhibits notable tolerance toward various functional groups. Our success in modifying biologically relevant molecules, crafting a fully fluorinated bioisosteric analogue of drug candidate D1 , and highlighting the potential of these ketones as valuable electrolyte additives for lithium-ion batteries (LIBs) underscores the versatility of our methodology.