Oxidative cleavage of exo-alkylidene xanthenes

exo-Alkylidene xanthenes were easily excited by irradiation with white light to generate their lowest-energy triplet state via intersystem crossing from the lowest-energy singlet state. Ground-state oxygen was then transformed by the lowest-energy triplet state of the xanthene to active singlet oxyg...

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Bibliographic Details
Published in:Tetrahedron 2016-06, Vol.72 (22), p.2997-3002
Main Authors: Katori, Akane, Kuramochi, Kouji, Tsubaki, Kazunori
Format: Article
Language:English
Subjects:
Cleavage
Excitation
exo-alkylidene xanthene
Oxidation
Oxygen
Singlet oxygen
Substrates
Tetrahedrons
Transformations
White light
Xanthone
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Summary:exo-Alkylidene xanthenes were easily excited by irradiation with white light to generate their lowest-energy triplet state via intersystem crossing from the lowest-energy singlet state. Ground-state oxygen was then transformed by the lowest-energy triplet state of the xanthene to active singlet oxygen. The singlet oxygen reacted with the exo-alkylidene xanthene to afford the corresponding xanthone. During the transformation, the exo-alkylidene xanthenes acted as an effective photosensitizer as well as a substrate of singlet oxygen. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2016.04.019