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Bimetallic Metal-Organic Coordination Polymers Facilitated the Selective C-F Cleavage of Polyfluoroarenes.

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Selective C-F bond cleavage of polyfluoroarenes has attracted tremendous interest due to its promising applications in introducing fluorinated building blocks into organic molecules. However, it remains a challenge to achieve… Click to show full abstract

Selective C-F bond cleavage of polyfluoroarenes has attracted tremendous interest due to its promising applications in introducing fluorinated building blocks into organic molecules. However, it remains a challenge to achieve highly site-selective C-F bond cleavage because of the intrinsic inertness of the C-F bond and the difficulty in distinguishing specific C-F bonds on the aromatic ring. Herein we report an efficient nucleophilic aromatic substitution (SNAr) reaction of polyfluoroarenes with Grignard reagents that employs MnFe-based bimetallic metal-organic coordination polymers (MOCPs) as recyclable and reusable heterogeneous catalysts. Significantly, in this reaction, the prepared MOCP (Mn-Fe) catalyst exhibited excellent activity in selective C-F bond cleavage and afforded a series of functionalized polyfluoroarenes in moderate to excellent yields (up to 96%). This work highlights the potential of MOCP catalysts to serve as a tunable platform in Lewis acid catalysis.

Keywords: cleavage; organic coordination; cleavage polyfluoroarenes; metal organic; bimetallic metal; coordination polymers

Journal Title: Organic letters
Year Published: 2022

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