Reaction of cis-bicyclo(4. 3. 0)nona-3,7-diene with iodine. Synthesis of tricyclo(4. 3. 0. 0/sup 3,7/)nona-4,8-diene (brexa-4,8-diene)
Journal Article
·
· J. Org. Chem. USSR (Engl. Transl.); (United States)
OSTI ID:5950576
The reaction of iodine with cis-bicyclo(4.3.0)nona-3,7-diene is accompanied by regioselective and stereoselective transannular cyclization with the formation of endo-4,exo-8-diiodobrexane. Methods were developed for the production of endo-9-iodobrex-4-ene and brexa-4,8-diene with yields of 26 and 20% respectively. The mechanism of transannular cyclization is discussed.
- Research Organization:
- M.V. Lomonosov Moscow State Univ. (USSR)
- OSTI ID:
- 5950576
- Journal Information:
- J. Org. Chem. USSR (Engl. Transl.); (United States), Vol. 24:7; Other Information: Translated from Zh. Org. Khim.; 24: No. 7, 1457-1463 (Jul 1988)
- Country of Publication:
- United States
- Language:
- English
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Photoinduced electrocyclic 1,5-closure of the cyclooctatetraene radical cation to a bridged 1,4-bishomobenzene (bicyclo(3. 3. 0)octa-2,6-diene-4,8-diyl) radical cation
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·
Wed Mar 28 00:00:00 EST 1990
· Journal of the American Chemical Society; (USA)
·
OSTI ID:5950576
Pyrolysis of 9-methylenespiro(3. 5)nona-5,7-diene: A route to benzo-2-hexene-1,6-diyl, a putative intermediate in the retro-Diels-Alder reaction of tetralin
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OSTI ID:5950576
Related Subjects
37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
DIENES
SYNTHESIS
ORGANIC IODINE COMPOUNDS
ACTIVATION ENERGY
CARBON TETRACHLORIDE
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHROMATOGRAPHY
CRYSTALLIZATION
DEHYDROCYCLIZATION
DMSO
DOUBLE BONDS
IODINATION
IODINE
NMR SPECTRA
ORGANIC SOLVENTS
QUANTITY RATIO
STEREOCHEMISTRY
STRUCTURAL CHEMICAL ANALYSIS
TEMPERATURE DEPENDENCE
CHEMICAL BONDS
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
ELEMENTS
ENERGY
HALOGENATED ALIPHATIC HYDROCARBONS
HALOGENATION
HALOGENS
HYDROCARBONS
KINETICS
NONMETALS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
PHASE TRANSFORMATIONS
POLYENES
REACTION KINETICS
SEPARATION PROCESSES
SOLVENTS
SPECTRA
SULFOXIDES
YIELDS
400201* - Chemical & Physicochemical Properties
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
DIENES
SYNTHESIS
ORGANIC IODINE COMPOUNDS
ACTIVATION ENERGY
CARBON TETRACHLORIDE
CHEMICAL REACTION KINETICS
CHEMICAL REACTION YIELD
CHROMATOGRAPHY
CRYSTALLIZATION
DEHYDROCYCLIZATION
DMSO
DOUBLE BONDS
IODINATION
IODINE
NMR SPECTRA
ORGANIC SOLVENTS
QUANTITY RATIO
STEREOCHEMISTRY
STRUCTURAL CHEMICAL ANALYSIS
TEMPERATURE DEPENDENCE
CHEMICAL BONDS
CHEMICAL REACTIONS
CHLORINATED ALIPHATIC HYDROCARBONS
ELEMENTS
ENERGY
HALOGENATED ALIPHATIC HYDROCARBONS
HALOGENATION
HALOGENS
HYDROCARBONS
KINETICS
NONMETALS
ORGANIC CHLORINE COMPOUNDS
ORGANIC COMPOUNDS
ORGANIC HALOGEN COMPOUNDS
ORGANIC SULFUR COMPOUNDS
PHASE TRANSFORMATIONS
POLYENES
REACTION KINETICS
SEPARATION PROCESSES
SOLVENTS
SPECTRA
SULFOXIDES
YIELDS
400201* - Chemical & Physicochemical Properties