Relation between reactivity and electrochemical oxidation reduction potentials of organomercury compounds. I. Symmetrization of substituted ethyl. cap alpha. -bromomercuriophenylacetates

Journal Article · Sat Oct 10 04:00:00 EDT 1987 · J. Org. Chem. USSR (Engl. Transl.); (United States)

OSTI ID:7076391

Butin, K P; Rakhimov, R D; Reutov, O A

An approximate correlation equation relating the logarithms of the reaction rate constants for the symmetrization of para-substituted ethyl ..cap alpha..-bromomercuriophenylacetates simultaneously with the electrochemical reduction and oxidation potentials of these compounds was obtained on the basis of molecular orbital perturbation theory and was confirmed by experimental data. This equation makes it possible to assess the degree of concertedness of the four-center reaction with respect to the terminal atoms of the reacting fragments of molecules and the role of nucleophilic assistance in the reaction. It is concluded that the organomercury compounds, which are oxidized relatively easily and are at the same time reduced relatively easily, must be readily symmetrized.

• Research Organization: M. V. Lomonosov Moscow State Univ. (USSR)
• OSTI ID: 7076391
• Journal Information: J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:5; ISSN JOCYA
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ACETATES
ACETONITRILE
ACTIVATION ENERGY
ATOMIC MODELS
BETA DECAY RADIOISOTOPES
BETA-MINUS DECAY RADIOISOTOPES
BROMIDES
BROMINATION
BROMINE COMPOUNDS
CARBOXYLIC ACID SALTS
CHARGE DISTRIBUTION
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMISTRY
CONFIGURATION INTERACTION
DAYS LIVING RADIOISOTOPES
ELECTROCHEMISTRY
ELECTRON DENSITY
ELECTRON TRANSFER
ENERGY
EQUATIONS
EVEN-ODD NUCLEI
HALIDES
HALOGEN COMPOUNDS
HALOGENATION
HEAVY NUCLEI
IODINATION
ISOTOPES
KINETIC EQUATIONS
KINETICS
LABELLED COMPOUNDS
MATHEMATICAL MODELS
MECHANICS
MERCURY 203
MERCURY BROMIDES
MERCURY COMPOUNDS
MERCURY HALIDES
MERCURY ISOTOPES
MOLECULAR MODELS
MOLECULAR ORBITAL METHOD
MOLECULAR STRUCTURE
NITRILES
NUCLEI
ORGANIC COMPOUNDS
ORGANIC MERCURY COMPOUNDS
ORGANIC NITROGEN COMPOUNDS
OXIDATION
QUANTUM MECHANICS
RADIOISOTOPES
REACTION KINETICS
REDOX POTENTIAL
REDUCTION
SYMMETRY