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dc.contributor.authorThomassen, Ivar Kristian
dc.contributor.authorMcCormick, Laura J.
dc.contributor.authorGhosh, Abhik
dc.date.accessioned2019-03-25T08:25:22Z
dc.date.available2019-03-25T08:25:22Z
dc.date.issued2018-05-09
dc.description.abstractAlthough rather delicate on account of their propensity to undergo deiodination, β-octaiodoporphyrinoids are of considerable interest as potential precursors to novel β-octasubstituted macrocycles. Presented herein are early results of our efforts to synthesize β-octaiodocorrole derivatives. Oxidative condensation of 3,4-diiodopyrrole and aromatic aldehydes failed to yield free-base octaiodocorroles. Treatment of copper meso-tris(p-cyanophenyl)corrole with N-iodosuccinimide and trifluoroacetic acid over several hours, however, yielded the desired β-octaiodinated product in ∼22% yield. Single-crystal X-ray structure determination of the product revealed a strongly saddled corrole macrocycle with metrical parameters very close to those of analogous Cu octabromocorrole complexes. The compound was also found to exhibit an exceptionally red-shifted Soret maximum (464 nm in dichloromethane), underscoring the remarkable electronic effect of β-octaiodo substitution.en_US
dc.description.sponsorshipThe Advanced Light Source, Berkeley, California The U.S. Department of Energyen_US
dc.descriptionSource at <a href=https://doi.org/10.1021/acsomega.8b00616> https://doi.org/10.1021/acsomega.8b00616</a>.en_US
dc.identifier.citationThomassen, I.K., McCormick, L.J. & Ghosh, A. (2018). Synthesis and Molecular Structure of a Copper Octaiodocorrole. <i>ACS Omega, 3</i>(5), 5106-5110. https://doi.org/10.1021/acsomega.8b00616en_US
dc.identifier.cristinIDFRIDAID 1584699
dc.identifier.doi10.1021/acsomega.8b00616
dc.identifier.issn2470-1343
dc.identifier.urihttps://hdl.handle.net/10037/15052
dc.language.isoengen_US
dc.publisherAmerican Chemical Societyen_US
dc.relation.journalACS Omega
dc.relation.projectIDinfo:eu-repo/grantAgreement/RCN/FRINATEK/231086/Norway/Corroles as a Platform for Fundamental Transition Metal Chemistry, with Emphasis on Heavy Elements//en_US
dc.relation.projectIDinfo:eu-repo/grantAgreement/RCN/NANO2021/262229/Norway/Metallocorroles for photodynamic therapy and bioimaging//en_US
dc.rights.accessRightsopenAccessen_US
dc.subjectVDP::Mathematics and natural science: 400::Chemistry: 440en_US
dc.subjectVDP::Matematikk og Naturvitenskap: 400::Kjemi: 440en_US
dc.titleSynthesis and Molecular Structure of a Copper Octaiodocorroleen_US
dc.typeJournal articleen_US
dc.typeTidsskriftartikkelen_US
dc.typePeer revieweden_US


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