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dc.contributor.authorSenge, Mathias
dc.date.accessioned2021-02-25T15:47:12Z
dc.date.available2021-02-25T15:47:12Z
dc.date.issued2020
dc.date.submitted2020en
dc.identifier.citationMathias Senge, 'Short-Chained Anthracene Strapped Porphyrins and their Endoperoxides', 2020, European Journal of Organic Chemistry;, 2020;, 18;en
dc.identifier.otherY
dc.identifier.urihttp://hdl.handle.net/2262/95394
dc.description.abstractThe syntheses of short‐chained anthracene‐strapped porphyrins and their Zn(II)complexes are reported. The key synthetic step is a [2+2] condensation between a dipyrromethane and an anthracene bisaldehyde, 2,2'‐((anthracene‐9,10‐diylbis(methylene))bis(oxy))dibenzaldehyde. Following exposure to white light, self‐sensitized singlet oxygen and the anthracene moieties underwent [4+2] cycloaddition reactions to yield the corresponding endoperoxides. 1H NMR studies demonstrate that the endoperoxide readily formed in [D]chloroform and decayed at 85 °C. X‐ray crystallography and absorption spectroscopy were used to confirm macrocyclic distortion in the parent strapped porphyrins and endoperoxides. Additionally, X‐ray crystallography indicated that endoperoxide formation occurred exclusively on the outside face of the anthracene moietyen
dc.format.extent2735-2744en
dc.language.isoenen
dc.relation.ispartofseriesEuropean Journal of Organic Chemistry;
dc.relation.ispartofseries2020;
dc.relation.ispartofseries18;
dc.rightsYen
dc.subjectporphyrins.en
dc.subjectabsorption spectroscopyen
dc.subjectX‐ray crystallographyen
dc.subject.lcshporphyrins.en
dc.subject.lcshabsorption spectroscopyen
dc.subject.lcshX‐ray crystallographyen
dc.titleShort-Chained Anthracene Strapped Porphyrins and their Endoperoxidesen
dc.typeJournal Articleen
dc.contributor.sponsorScience Foundation Irelanden
dc.type.supercollectionscholarly_publicationsen
dc.type.supercollectionrefereed_publicationsen
dc.identifier.peoplefinderurlhttp://people.tcd.ie/sengem
dc.identifier.rssinternalid224219
dc.identifier.doihttp://dx.doi.org/10.1002/ejoc.202000283
dc.rights.ecaccessrightsopenAccess
dc.contributor.sponsorGrantNumberIvP 13/IA/1894en


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