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Title: Compounds of transition metals with sigma-bonded fluorine-containing groups. VI. A new method for the perfluoroalkylation of aromatic compounds by means of the perfluoroalkyl complexes of iron

Journal Article · · J. Org. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:6224893

The action of silver fluoride on C/sub 3/F/sub 7/Fe(CO)/sub 4/)I in the presence of aromatic substrates (benzene, toluene, anisole, furan) at 20/sup 0/C led to the formation of perfluoroalkylation products. On the basis of the isomeric composition of the obtained perfluoropropyl derivatives of toluene and anisole it was concluded that the process was cationic in nature. Perfluoropropyltoluenes were obtained when C/sub 3/F/sub 7/Fe(CO)/sub 4/OCOCF/sub 3/ or (C/sub 3/F/sub 7/)/sub 2/Fe(CO)/sub 4/ were heated in toluene. The cationic complex (C/sub 3/F/sub 7/Fe(CO)/sub 4/)/sup +/BF/sub 4//sup -/ reacts with dimethylaniline and with sodium p-toluene-thiolate to form p-perfluoropropyldimethylaniline and p-tolyl perfluoropropyl sulfide.

Research Organization:
Institute of Organic Chemistry, Kiev, USSR
OSTI ID:
6224893
Journal Information:
J. Org. Chem. USSR (Engl. Transl.); (United States), Vol. 21:9; Other Information: Translated from Zh. Org. Khim.; 21: No.9, 1852-1857(Sep 1985)
Country of Publication:
United States
Language:
English

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