INTRAMOLECULAR PHOTOCYCLOADDITION OF A VINYL ETHER TO CF3-SUBSTITUTED2-METHOXY-5-PHENYLPENT-1-ENES

Authors
DEHAAN R DEZWART EW CORNELISSE J
Citation
R. Dehaan et al., INTRAMOLECULAR PHOTOCYCLOADDITION OF A VINYL ETHER TO CF3-SUBSTITUTED2-METHOXY-5-PHENYLPENT-1-ENES, Journal of photochemistry and photobiology. A, Chemistry, 102(2-3), 1997, pp. 179-188
Citations number
35
Categorie Soggetti
Chemistry Physical
Journal title
Journal of photochemistry and photobiology. A, Chemistry → ACNP
ISSN journal
10106030
Volume
102
Issue
2-3
Year of publication
1997
Pages
179 - 188
Database
ISI
SICI code
1010-6030(1997)102:2-3<179:IPOAVE>2.0.ZU;2-9
Abstract
2-Methoxy-5-[3-(trifluoromethyl)phenyl]pent-1-ene undergoes 2,6- and 1 ,3-meta-photocycloaddition on irradiation (lambda = 254 nm). The metho xy group has the endo configuration in the photocycloadducts. Irradiat ion of the para- and ortho-CF3-substituted 2-methoxy-5-phenylpent-1-en es leads to intramolecular ortho-photocycloadducts. The difference in product formation is related to the free enthalpy of electron transfer .