Abstract
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 regioselectivity towards 6-membered ring products, via an excited state proton transfer.
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