Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
27825 | Journal of Photochemistry and Photobiology A: Chemistry | 2009 | 9 Pages |
Abstract
In the present study, we describe synthesis and photochemical behaviour of the coumarinylmethyl phenyl ethers 1 and 6–10. Irradiation of the compounds in polar solvents leads to o-, p- and m-hydroxybenzyl substituted coumarins as main products. A side reaction is the photosolvolysis of the ethers that gives the (coumarin-4-yl)methyl alcohol and the corresponding phenol. Detailed studies of the quantum yields and product distributions upon irradiation of 6 as a function of the solvents are indicative of a dominant role of an ionic pathway in photochemical conversions. The found photochemical rearrangement is a useful tool for the preparation of hydroxylated 4-benzylcoumarins. A series of such compounds have been synthesised.
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Physical Sciences and Engineering
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Bioengineering
Authors
Janina Schaal, Nico Kotzur, Brigitte Dekowski, Jana Quilitz, Maria Klimakow, Pablo Wessig, Volker Hagen,