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Photocyclization of a Bichromophoric Phenol/Olefin System Substituted at the Methylene Spacer − Zwitterions versus H-Bridged Intermediates in the Excited State Proton Transfer

✍ Scribed by M. Consuelo Jiménez; Miguel A. Miranda; Rosa Tormos; Salvador Gil


Publisher
John Wiley and Sons
Year
2002
Tongue
English
Weight
228 KB
Volume
2002
Category
Article
ISSN
1434-193X

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✦ Synopsis


Photolysis of (E)-and (Z)-2-(1-ethyl-3-phenylpropenyl)phenol (1 and 2) under a variety of conditions produces a mixture of dihydrobenzopyrans 3 and 4, dihydrobenzofuran 5, cyclopropanes 6 and 7, and rearranged olefin 8. Acidic treatment of 1 and 2 gives a mixture of the six-membered ring products 3 and 4. Remarkable differences, associated