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dc.contributor.authorSenge, Mathias
dc.date.accessioned2021-02-23T13:30:47Z
dc.date.available2021-02-23T13:30:47Z
dc.date.issued2020
dc.date.submitted2020en
dc.identifier.citationGrover, N., Emandi, G., Twamley, B., Khurana, B., Sol, V., Senge, M.O., 'Synthesis and Structure of meso-Substituted Dibenzihomoporphyrins', European Journal of Organic Chemistry, 2020, 41, 6489-6496en
dc.identifier.otherY
dc.identifier.urihttp://hdl.handle.net/2262/95313
dc.description.abstractBench‐stable meso‐substituted di(p/m‐benzi)homoporphyrins were synthesized through acid‐catalyzed condensation of dipyrrole derivatives with aryl aldehydes. The insertion of a 1,1,2,2‐tetraphenylethene (TPE) or but‐2‐ene‐2,3‐diyldibenzene unit in the porphyrin framework results in the formation of dibenzihomoporphyrins, merging the features of hydrocarbons and porphyrins. Single crystal X‐ray analyses established the non‐planar structure of these molecules, with the phenylene rings out of the mean plane, as defined by the dipyrromethene moiety and the two meso‐carbon atoms. Spectroscopic and structural investigations show that the macrocycles exhibit characteristics of both TPE or but‐2‐ene‐2,3‐diyldibenzene and dipyrromethene units indicating the non‐aromatic characteristics of the compounds synthesized. Additionally, the dibenzihomoporphyrins were found to generate singlet oxygen, potentially allowing their use as photosensitizers.en
dc.format.extent6489-6496en
dc.language.isoenen
dc.relation.ispartofseriesEuropean Journal of Organic Chemistry;
dc.relation.ispartofseries2020;
dc.relation.ispartofseries41;
dc.rightsYen
dc.subjectExpanded porphyrinsen
dc.subjectHomoporphyrinsen
dc.subjectNon‐aromaticen
dc.subjectPhotosensitizeren
dc.subjectPorphyrinoidsen
dc.titleSynthesis and Structure of meso-Substituted Dibenzihomoporphyrinsen
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.rssinternalid224211
dc.identifier.doihttp://dx.doi.org/10.1002/ejoc.202001165
dc.rights.ecaccessrightsopenAccess
dc.contributor.sponsorGrantNumberIvP 13/IA/1894en


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