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
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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Related Subjects
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
AROMATICS
ALKYLATION
FLUORINATION
CARBONYLS
ACTIVATION ENERGY
IRON COMPLEXES
IRON IODIDES
ORGANIC FLUORINE COMPOUNDS
SILVER FLUORIDES
CATALYTIC EFFECTS
ANISOLE
BENZENE
CATIONS
CHEMICAL BONDS
CHEMICAL SHIFT
CHLOROFORM
COMPLEXOMETRY
DEUTERIUM COMPOUNDS
FLUORINE 19
FURANS
ISOMERIZATION
NMR SPECTRA
TOLUENE
ALKYLATED AROMATICS
CHARGED PARTICLES
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
COMPLEXES
ENERGY
ETHERS
FLUORIDES
FLUORINE COMPOUNDS
FLUORINE ISOTOPES
HALIDES
HALOGEN COMPOUNDS
HALOGENATED ALIPHATIC HYDROCARBONS
HALOGENATION
HETEROCYCLIC COMPOUNDS
HYDROCARBONS
HYDROGEN COMPOUNDS
IODIDES
IODINE COMPOUNDS
IONS
IRON COMPOUNDS
ISOTOPES
LIGHT NUCLEI
NUCLEI
ODD-EVEN NUCLEI
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC OXYGEN COMPOUNDS
SILVER COMPOUNDS
SPECTRA
STABLE ISOTOPES
TRANSITION ELEMENT COMPLEXES
TRANSITION ELEMENT COMPOUNDS
400201* - Chemical & Physicochemical Properties