S_NAr catalysis enhanced by an aromatic donor-acceptor interaction; facile access to chlorinated polyfluoroarenes.

ABSTRACT: Selective catalytic S_NAr reaction of polyfluoroaryl C-F bonds with chloride is shown. Stoichiometric TMSCl makes the reaction exergonic and allows catalysis, which involves ground state elevation of chloride, aromatic donor-acceptor interactions, and stabilization of the Meisenheimer complex. Traditional cross-coupling of the products is now possible and demonstrates the utility.

SUBMITTER: Senaweera S 

PROVIDER: S-EPMC5549941 | biostudies-literature | 2017 Jul

REPOSITORIES: biostudies-literature