skip to main content

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

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.
Authors:
; ; ;
Publication Date:
OSTI Identifier:
7148548
Resource Type:
Journal Article
Resource Relation:
Journal Name: J. Am. Chem. Soc.; (United States); Journal Volume: 110:6
Research Org:
Univ. of Tennessee, Knoxville (USA)
Country of Publication:
United States
Language:
English
Subject:
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