Radical cation cyclization of 1,5-hexadiene to cyclohexene via the cyclohexane-2,5-diyl radical cation intermediate
Journal Article
·
· J. Am. Chem. Soc.; (United States)
The classical example of a neutral carbon-centered radical cyclization reaction is the regioselective 1,5-ring closure (exocyclization) of the 5-hexenyl radical to the cyclopentylcarbinyl radical. Here the authors report the title reaction, a comparable addition process whereby an ..cap alpha.., omega-diene radical cation reacts by endocyclization and hydrogen shift(s) to produce a cycloolefin radical cation.
- Research Organization:
- Univ. of Tennessee, Knoxville (USA)
- OSTI ID:
- 7148548
- Journal Information:
- J. Am. Chem. Soc.; (United States), Journal Name: J. Am. Chem. Soc.; (United States) Vol. 110:6; ISSN JACSA
- Country of Publication:
- United States
- Language:
- English
Similar Records
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
Cation radical probes. Development and application to metalloporphyrin-catalyzed epoxidation
Cope and 1,3-allylic rearrangements and ring closure of the 1,5-hexadiene radical cation prior to decomposition in the gas phase
Journal Article
·
Tue Mar 27 23:00:00 EST 1990
· Journal of the American Chemical Society; (USA)
·
OSTI ID:6518473
Cation radical probes. Development and application to metalloporphyrin-catalyzed epoxidation
Journal Article
·
Tue Dec 29 23:00:00 EST 1992
· Journal of the American Chemical Society; (United States)
·
OSTI ID:6201656
Cope and 1,3-allylic rearrangements and ring closure of the 1,5-hexadiene radical cation prior to decomposition in the gas phase
Journal Article
·
Fri Aug 13 00:00:00 EDT 1982
· J. Org. Chem.; (United States)
·
OSTI ID:6388617
Related Subjects
37 INORGANIC, ORGANIC, PHYSICAL, AND ANALYTICAL CHEMISTRY
400201* -- Chemical & Physicochemical Properties
ALKENES
CATIONS
CHARGED PARTICLES
CHEMICAL PREPARATION
CHEMICAL REACTIONS
CYCLOALKENES
DATA
DEHYDROCYCLIZATION
DIENES
ELECTRON SPIN RESONANCE
EXPERIMENTAL DATA
HYDROCARBONS
INFORMATION
IONS
MAGNETIC RESONANCE
NUMERICAL DATA
ORGANIC COMPOUNDS
POLYENES
RADICALS
REACTION INTERMEDIATES
RESONANCE
SYNTHESIS
400201* -- Chemical & Physicochemical Properties
ALKENES
CATIONS
CHARGED PARTICLES
CHEMICAL PREPARATION
CHEMICAL REACTIONS
CYCLOALKENES
DATA
DEHYDROCYCLIZATION
DIENES
ELECTRON SPIN RESONANCE
EXPERIMENTAL DATA
HYDROCARBONS
INFORMATION
IONS
MAGNETIC RESONANCE
NUMERICAL DATA
ORGANIC COMPOUNDS
POLYENES
RADICALS
REACTION INTERMEDIATES
RESONANCE
SYNTHESIS