Reaction or organomagnesium compounds of the adamantane series with carbonyl compounds
In the transformations of organomagnesium compounds of the adamantane series involving aldehydes, ketones, esters, and acid chlorides the nature of the reaction products and their yields are determined by the steric hindrances at the reaction centers of the organomagnesium and carbonyl compounds and by the ease of homolysis of the C-H bonds of the carbonyl reagent. The retardation of the faster addition of the Grignard reagent at the carbonyl group as a result of steric hindrances permits homolytic removal of a hydrogen atom from the carbonyl compound by the adamantyl radical. The PMR spectra were measured on a Tesla BS-487C spectrometer at 80 MHz in carbon tetrachloride with the substances at concentrations of 5-20% and with TMS as internal standard. The IR spectra were obtained in carbon tetrachloride on a UR-10 spectrophotometer.
- Research Organization:
- Kiev Polytechnic Institute (USSR)
- OSTI ID:
- 6974814
- 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
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Related Subjects
400201* -- Chemical & Physicochemical Properties
400202 -- Isotope Effects
Isotope Exchange
& Isotope Separation
640302 -- Atomic
Molecular & Chemical Physics-- Atomic & Molecular Properties & Theory
74 ATOMIC AND MOLECULAR PHYSICS
ACETONE
ACTIVATION ENERGY
ADAMANTANE
ALDEHYDES
ALKALINE EARTH METAL COMPOUNDS
ALKANES
BROMIDES
BROMINE COMPOUNDS
CARBONYLS
CHEMICAL REACTION KINETICS
CHEMICAL REACTIONS
CHEMICAL SHIFT
CHROMATOGRAPHY
COUPLING
COUPLING CONSTANTS
CYCLOALKANES
DEUTERATION
DEUTERIUM COMPOUNDS
ENERGY
ESTERS
GRIGNARD REAGENTS
HALIDES
HALOGEN COMPOUNDS
HYDROCARBONS
HYDROCHLORIC ACID
HYDROGEN COMPOUNDS
HYDROGEN TRANSFER
INFRARED SPECTRA
INORGANIC ACIDS
INTERMEDIATE COUPLING
ISOTOPE EFFECTS
ISOTOPIC EXCHANGE
J-J COUPLING
KETONES
KINETICS
MAGNESIUM BROMIDES
MAGNESIUM COMPOUNDS
NMR SPECTRA
ORGANIC COMPOUNDS
ORGANOMETALLIC COMPOUNDS
REACTION KINETICS
SEPARATION PROCESSES
SPECTRA
STEREOCHEMISTRY