32287-35-7Relevant articles and documents
Intermediates in the cleavage of endoperoxides
Bauch, Marcel,Klaper, Matthias,Linker, Torsten
, (2017)
The decomposition of anthracene endoperoxides has been investigated under various conditions. Thermolyses proceed via radical intermediates and afford anthracenes and rearrangement products, depending on the substitution pattern. Interestingly, not only the O–O but also the C–O bond can be cleaved homolytically. Under basic conditions fragmentations take place, affording anthraquinone, and reactive oxygen species. This mechanism explains the often observed decomposition of endoperoxides during work-up. Finally, an acid-catalyzed cleavage has been observed under release of hydrogen peroxide. The results should be interesting for the mechanistic understanding of peroxide decomposition and the endoperoxides might serve as mild sources of reactive oxygen species for future applications. Copyright
Reversible photooxygenation of alkynylanthracenes: Chemical generation of singlet oxygen under very mild conditions
Fudickar, Werner,Linker, Torsten
supporting information; experimental part, p. 13661 - 13664 (2012/01/06)
In the dark and very fast: The generation of singlet oxygen ( 1O2) from endoperoxides, which are readily available by photooxygenation of the corresponding anthracenes, proceeds within minutes in the dark (see scheme), a rate hitherto unknown for other anthracenes or naphthalenes. This provides an efficient chemical source of singlet oxygen under very mild conditions.