Format

Send to

Choose Destination
J Am Chem Soc. 2006 Jul 12;128(27):8754-6.

Catalytic intermolecular direct arylation of perfluorobenzenes.

Author information

1
Center for Catalysis Research and Innovation, Department of Chemistry, University of Ottawa, 10 Marie Curie, Ottawa, Ontario, Canada K1N 6N5.

Abstract

Penta-, tetra-, tri-, and difluorobenzenes undergo direct arylation with a wide range of arylhalides in high yield. Inverse reactivity is observed compared to the common electrophilic aromatic substitution pathway since electron-deficient, C-H acidic arenes react preferentially. Computational studies indicate that C-H bond cleavage occurs via a concerted carbon-palladium and carbon-hydrogen bond cleaving event involving a carbonate or a bromide ligand. The reactions are rapid, require only a slight excess of the perfluoroarene reagent, and utilize commercially available, air-stable catalyst precursors.

PMID:
16819868
DOI:
10.1021/ja062509l

Supplemental Content

Full text links

Icon for American Chemical Society
Loading ...
Support Center