Radical cation cyclization of 1,5-hexadiene to cyclohexene via the cyclohexane-2,5-diyl radical cation intermediate

Journal Article · Wed Mar 16 00:00:00 EST 1988 · J. Am. Chem. Soc.; (United States)

DOI:https://doi.org/10.1021/ja00214a057· OSTI ID:7148548

Guo, Q X; Qin, X Z; Wang, J T; Williams, F

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), Vol. 110:6
• Country of Publication: United States
• Language: English

Related Subjects

37 INORGANIC
ORGANIC
PHYSICAL AND ANALYTICAL CHEMISTRY
CYCLOALKENES
CHEMICAL PREPARATION
DIENES
DEHYDROCYCLIZATION
CATIONS
ELECTRON SPIN RESONANCE
EXPERIMENTAL DATA
RADICALS
REACTION INTERMEDIATES
ALKENES
CHARGED PARTICLES
CHEMICAL REACTIONS
DATA
HYDROCARBONS
INFORMATION
IONS
MAGNETIC RESONANCE
NUMERICAL DATA
ORGANIC COMPOUNDS
POLYENES
RESONANCE
SYNTHESIS
400201* - Chemical & Physicochemical Properties