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Mechanism of the oxidation of methylbenzenes by Pd(II)

Journal Article · · Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States)
DOI:https://doi.org/10.1007/BF00956603· OSTI ID:6477118
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The oxidation of methylbenzenes (toluene, p-xylene, mesitylene, durene) by palladium-(II) to diarylmethanes in CF/sub 3/COOH proceeds according to a mechanism of one-electron transfer. In addition, there is an oxidation of arenes to diaryls according to the well-known two-electron mechanism, including electrophilic substitution in the ring of the arene. The contribution of the one-electron mechanism increases with decreasing ionization potential of the arene and with increasing acidity of the medium. Complexes of palladium(I) (probably dimers) are intermediates of the one-electron oxidation of methylbenzenes to diarylmethanes.
Research Organization:
Institute of Catalysis, Novosibirsk, USSR
OSTI ID:
6477118
Journal Information:
Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States), Journal Name: Bull. Acad. Sci. USSR, Div. Chem. Sci. (Engl. Transl.); (United States) Vol. 35:6; ISSN BACCA
Country of Publication:
United States
Language:
English

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Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACETATES
ACETIC ACID
ACTIVATION ENERGY
ALDEHYDES
ALKANES
ALKYLATED AROMATICS
AROMATICS
BENZENE
CARBOXYLIC ACID SALTS
CARBOXYLIC ACIDS
CATALYTIC EFFECTS
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHEMICAL REACTIONS
CHLORIDES
CHLORINE COMPOUNDS
COBALT COMPLEXES
COMPLEXES
DURENE
ELECTRON TRANSFER
ENERGY
HALIDES
HALOGEN COMPOUNDS
HYDROCARBONS
IONIZATION POTENTIAL
ISOTOPE EFFECTS
KINETICS
MASS SPECTRA
MESITYLENE
MONOCARBOXYLIC ACIDS
ORGANIC ACIDS
ORGANIC COMPOUNDS
OXIDATION
PALLADIUM CHLORIDES
PALLADIUM COMPLEXES
PALLADIUM COMPOUNDS
REACTION KINETICS
SPECTRA
SYNTHESIS
TOLUENE
TRANSITION ELEMENT COMPLEXES
TRANSITION ELEMENT COMPOUNDS
XYLENE-PARA
XYLENES
YIELDS