Photosensitized electron-transfer reactions of 1-isopropylidene-2-methylene-3,3-diphenylcyclobutane - [4+4] cycloaddition and cyclodimerization initiated by a buta-1,3-diene radical cation functionality

Authors
Ikeda, H Aburakawa, N Tanaka, F Fukushima, T Miyashi, T
Citation
H. Ikeda et al., Photosensitized electron-transfer reactions of 1-isopropylidene-2-methylene-3,3-diphenylcyclobutane - [4+4] cycloaddition and cyclodimerization initiated by a buta-1,3-diene radical cation functionality, EUR J ORG C, (18), 2001, pp. 3445-3452
Citations number
32
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
1434193X → ACNP
Issue
18
Year of publication
2001
Pages
3445 - 3452
Database
ISI
SICI code
1434-193X(200109):18<3445:PERO1>2.0.ZU;2-P
Abstract
The 9,10-dicyanoanthracene-photosensitized (DCA-photosensitized) electron-t ransfer reaction of 1-isopropylidene-2-methylene-3,3-diphenylcyclobutane (3 ) gives a mixture of the [4 + 4] DCA adduct (5) and two [4 + 4] cyclodimers (syn-6 and anti-6), demonstrating that 3(+) functions as a buta-1,3-diene radical cation with its SOMO in a mainly localized state.