Issue 13, 2017

The first nucleophilic C–H perfluoroalkylation of aromatic compounds via (arene)tricarbonylchromium complexes

Abstract

The first nucleophilic perfluoroalkylation of arenes is based on the arene π-system activation via6-arene)tricarbonylchromium complexes. Perfluoroalkyl anions generated from Me3SiRF and a fluoride ion source [Me4N]F exclusively attack the arene ligand under mild conditions. The formed negatively charged analogs of Meisenheimer adducts readily undergo a one-pot oxidation to perfluoroalkyl arenes.

Graphical abstract: The first nucleophilic C–H perfluoroalkylation of aromatic compounds via (arene)tricarbonylchromium complexes

Supplementary files

Article information

Article type
Communication
Submitted
13 Dec 2016
Accepted
24 Jan 2017
First published
31 Jan 2017

Chem. Commun., 2017,53, 2146-2149

The first nucleophilic C–H perfluoroalkylation of aromatic compounds via (arene)tricarbonylchromium complexes

N. V. Kirij, A. A. Filatov, G. Yu. Khrapach and Y. L. Yagupolskii, Chem. Commun., 2017, 53, 2146 DOI: 10.1039/C6CC09905J

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