Structural and kinetic relationships of solvolysis reactions with anchimeric assistance. Acetolysis of trans-2-substituted cyclopentyl p-toluenesulfonates
Journal Article
·
· J. Org. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:6420683
The kinetics of the acetolysis of trans-2-Hlg-cyclopentyl p-toluenesulfonates (Hlg=Br, I), which is realized with anchimeric assistance from the Br and I atoms, were studied. It was established that the degree of anchimeric assistance from the ..beta.. substituents changes little in the transition from trans-2-substituted cyclopentyl to the trans-2-substituted cyclohexyl sulfonates, whereas it is somewhat higher for the 3-substituted 2-butyl sulfonates and for the cyclic systems. Linear correlations were obtained between the degree of anchimeric assistance in the acetolysis of the sulfonates of cyclic type and the parameters characterizing the nature of the assisting substituent.
- OSTI ID:
- 6420683
- Journal Information:
- J. Org. Chem. USSR (Engl. Transl.); (United States), Journal Name: J. Org. Chem. USSR (Engl. Transl.); (United States) Vol. 23:8; ISSN JOCYA
- Country of Publication:
- United States
- Language:
- English
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Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ACETOLYSIS
ACTIVATION ENERGY
ALKYLATED AROMATICS
AROMATICS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMICAL SHIFT
COUPLING
COUPLING CONSTANTS
DECOMPOSITION
DISSOCIATION ENERGY
ENERGY
HYDROCARBONS
INTERMEDIATE COUPLING
J-J COUPLING
KINETICS
NMR SPECTRA
ORGANIC BROMINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC IODINE COMPOUNDS
ORGANIC SULFUR COMPOUNDS
REACTION KINETICS
SOLVOLYSIS
SPECTRA
STRUCTURAL CHEMICAL ANALYSIS
SULFONATES
TOLUENE
400201* -- Chemical & Physicochemical Properties
ACETOLYSIS
ACTIVATION ENERGY
ALKYLATED AROMATICS
AROMATICS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMICAL SHIFT
COUPLING
COUPLING CONSTANTS
DECOMPOSITION
DISSOCIATION ENERGY
ENERGY
HYDROCARBONS
INTERMEDIATE COUPLING
J-J COUPLING
KINETICS
NMR SPECTRA
ORGANIC BROMINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC IODINE COMPOUNDS
ORGANIC SULFUR COMPOUNDS
REACTION KINETICS
SOLVOLYSIS
SPECTRA
STRUCTURAL CHEMICAL ANALYSIS
SULFONATES
TOLUENE