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Significant solvent effects and unusual additions of p-chloranil in the photoinduced electron-transfer reaction of 2,2-dianisyl-4-isopropylidene-3,3-dimethylcyclobutanone

Authors :
Ikeda, Hiroshi
Tanaka, Futoshi
Kabuto, Chizuko
Source :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry. May2005, Vol. 46 Issue 22, p3863-3866. 4p.
Publication Year :
2005

Abstract

Abstract: A photoinduced electron-transfer reaction of 2,2-dianisyl-4-isopropylidene-3,3-dimethylcyclobutanone ( 1 ) in benzene gave two unexpected CA-adducts, 5,5-dianisyl-4,4-dimethyl-3-[1-(4-hydroxy-2,3,5,6-tetrachlorophenyl)methylethylidene]dihydrofuran-2-one ( 7 ) and 2,2-dianisyl-4-(4-hydroxy-2,3,5,6-tetrachlorophenoxy)-4-isopropenyl-3,3-dimethylcyclobutanone ( 8 ), while the reaction in acetonitrile did not, suggesting significant solvent effects on the product distribution. [Copyright &y& Elsevier]

Details

Language :
English
ISSN :
00404039
Volume :
46
Issue :
22
Database :
Academic Search Index
Journal :
Tetrahedron Letters: International Organ for the Rapid Publication of Preliminary Communications in Organic Chemistry
Publication Type :
Academic Journal
Accession number :
17715397
Full Text :
https://doi.org/10.1016/j.tetlet.2005.03.196