@article{BauchKlaperLinker2017, author = {Bauch, Marcel and Klaper, Matthias and Linker, Torsten}, title = {Intermediates in the cleavage of endoperoxides}, series = {Journal of physical organic chemistry}, volume = {30}, journal = {Journal of physical organic chemistry}, publisher = {Wiley}, address = {Hoboken}, issn = {0894-3230}, doi = {10.1002/poc.3607}, pages = {6}, year = {2017}, abstract = {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 (C) 2016 John Wiley \& Sons, Ltd.}, language = {en} } @article{KlaperLinker2015, author = {Klaper, Matthias and Linker, Torsten}, title = {New Singlet Oxygen Donors Based on Naphthalenes: Synthesis, Physical Chemical Data, and Improved Stability}, series = {Chemistry - a European journal}, volume = {21}, journal = {Chemistry - a European journal}, number = {23}, publisher = {Wiley-VCH}, address = {Weinheim}, issn = {0947-6539}, doi = {10.1002/chem.201500146}, pages = {8569 -- 8577}, year = {2015}, abstract = {Singlet oxygen donors are of current interest for medical applications, but suffer from a short half-life leading to low singlet oxygen yields and problems with storage. We have synthesized more than 25new singlet oxygen donors based on differently substituted naphthalenes in only a few steps. The influence of functional groups on the reaction rate of the photooxygenations, thermolysis, half-life, and singlet oxygen yield has been thoroughly studied. We determined various thermodynamic data and compared them with density functional calculations. Interestingly, remarkable stabilities of functional groups during the photooxygenations and stabilizing effects for some endoperoxides during the thermolysis have been found. Furthermore, we give evidence for a partly concerted and partly stepwise thermolysis mechanism leading to singlet and triplet oxygen, respectively. Our results might be interesting for dark oxygenations and future applications in medicine.}, language = {en} } @article{FudickarLinker2011, author = {Fudickar, Werner and Linker, Torsten}, title = {Reversible Photooxygenation of Alkynylanthracenes chemical generation of singlet oxygen under very mild conditions}, series = {Chemistry - a European journal}, volume = {17}, journal = {Chemistry - a European journal}, number = {49}, publisher = {Wiley-VCH}, address = {Weinheim}, issn = {0947-6539}, doi = {10.1002/chem.201102230}, pages = {13661 -- 13664}, year = {2011}, language = {en} } @article{KlaperLinker2013, author = {Klaper, Matthias and Linker, Torsten}, title = {Evidence for an oxygen anthracene sandwich complex}, series = {Angewandte Chemie : a journal of the Gesellschaft Deutscher Chemiker ; International edition}, volume = {52}, journal = {Angewandte Chemie : a journal of the Gesellschaft Deutscher Chemiker ; International edition}, number = {45}, publisher = {Wiley-VCH}, address = {Weinheim}, issn = {1433-7851}, doi = {10.1002/anie.201304768}, pages = {11896 -- 11899}, year = {2013}, language = {en} }