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Article Dans Une Revue Angewandte Chemie International Edition Année : 2017

Transition-metal-free catalytic hydrodefluorination of polyfluoroarenes by concerted nucleophilic aromatic substitution with a hydrosilicate

Résumé

A transition-metal-free catalytic hydrodefluorination (HDF) reaction of polyfluoroarenes is described. The reaction involves direct hydride transfer from a hydrosilicate as the key intermediate, which is generated from a hydrosilane and a fluoride salt. The eliminated fluoride regenerates the hydrosilicate to complete the catalytic cycle. Dispersion-corrected DFT calculations indicated that the HDF reaction proceeds through a concerted nucleophilic aromatic substitution (CSNAr) process.
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hal-01945709 , version 1 (05-12-2018)

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K. Kikushima, Mary Grellier, M. Ohashi, S. Ogoshi. Transition-metal-free catalytic hydrodefluorination of polyfluoroarenes by concerted nucleophilic aromatic substitution with a hydrosilicate. Angewandte Chemie International Edition, 2017, 56 (51), pp.16191-16196. ⟨10.1002/anie.201708003⟩. ⟨hal-01945709⟩
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