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Photocyclization of 2-cinnamylphenols via excited state proton transfer (ESPT) involving the lowest-lying styrenic singlet

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

Publisher: Elsevier Science
Year: 1997
Tongue: French
Weight: 356 KB
Volume: 53
Category: Article
ISSN: 0040-4020
DOI: 10.1016/s0040-4020(97)00942-3

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✦ Synopsis

The attachment of substituents to the styrenic ring of trans-2..cinnamylphenol produces a decrease in the singlet energy of the styrenic moiety. As a consequence, the resulting chromophore becomes responsible for the photophysical and photochemical properties of this type of bichromophoric compounds. Both fluorescence emission and photocyclization occur predominantly from the lowest-lying styrenic singlet. The result is a marked regioseloctivity towards 6-membered ring products, via an excited state proton transfer.

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