Litcius/Paper detail

Diazaphospholene-Catalyzed Hydrodefluorination of Polyfluoroarenes with Phenylsilane via Concerted Nucleophilic Aromatic Substitution

Jingjing Zhang, Xiao Zhao, Jin‐Dong Yang, Jin‐Pei Cheng

2021The Journal of Organic Chemistry21 citationsDOI

Abstract

The metal-free catalytic C-F bond activation of polyfluoroarenes was achieved with diazaphospholene as the catalyst and phenylsilane as the terminal reductant. Density functional theory calculations suggested a concerted nucleophilic aromatic substitution mechanism.

Topics & Concepts

PhenylsilaneChemistryCatalysisRadical-nucleophilic aromatic substitutionNucleophilic substitutionNucleophilic aromatic substitutionNucleophilePhotochemistrySubstitution reactionMedicinal chemistryOrganic chemistryFluorine in Organic ChemistryCyclopropane Reaction MechanismsInorganic Fluorides and Related Compounds