Photoreactive furan derivatives

Several furan compounds bearing conjugated trans C C plus carbonyl moieties appended at the C2 position of the heterocycle were synthesized and characterized. Near-UV irradiation in bulk and in concentrated solutions induced their dimerization through a [π2 + π2] cycloaddition reaction between an ex...

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Bibliographic Details
Published in:Journal of photochemistry and photobiology. A, Chemistry. Chemistry., 2005-09, Vol.174 (3), p.222-228
Main Authors: Lasseuguette, Elsa, Gandini, Alessandro, Timpe, Hans-Joachim
Format: Article
Language:English
Subjects:
Chemical and Process Engineering
Cycloaddition
Dimerization
Engineering Sciences
Furan
Isomerization
Kinetic
Photochemistry
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Summary:Several furan compounds bearing conjugated trans C C plus carbonyl moieties appended at the C2 position of the heterocycle were synthesized and characterized. Near-UV irradiation in bulk and in concentrated solutions induced their dimerization through a [π2 + π2] cycloaddition reaction between an excited and a ground state molecule. In dilute solutions, the excited species underwent predominantly trans– cis isomerization to give the equilibrium mixture of the isomers.
ISSN:1010-6030
1873-2666
DOI:10.1016/j.jphotochem.2005.03.012