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dc.contributor.authorConradie, Jeanet
dc.contributor.authorSwarts, Petrus
dc.date.accessioned2021-12-07T09:24:36Z
dc.date.available2021-12-07T09:24:36Z
dc.date.issued2020-06-01
dc.description.abstractA series of novel ferrocenylsubphthalocyanine dyads Y-BSubPc(H)<sub>12</sub> with ferrocenylcarboxylic acids Y-H = (FcCH<sub>2</sub>CO<sub>2</sub>-H), (Fc(CH<sub>2</sub>)<sub>3</sub>CO<sub>2</sub>-H) or (FcCO(CH<sub>2</sub>)<sub>2</sub>CO<sub>2</sub>-H) in the axial position were synthesized from the parent Cl-BSubPc(H)<sub>12</sub> via an activated triflate-SubPc intermediate. UV/Vis data revealed that the axial ferrocenyl-containing ligand did not influence the Q-band maxima compared to Cl-BSubPc(H)<sub>12</sub>. A combined electrochemical and density functional theory (DFT) study showed that Fe group of the ferrocenyl-containing axial ligand is involved in the first reversible oxidation process, followed by a second oxidation localized on the macrocycle of the subphthalocyanine. Both observed reductions were ring-based. It was found that the novel Fc(CH<sub>2</sub>)<sub>3</sub>CO<sub>2</sub>BSubPc(H)<sub>12</sub> exhibited the lowest first macrocycle-based reduction potential (−1.871 V vs. Fc/Fc<sup>+</sup>) reported for SubPcs till date. The oxidation and reduction values of Fc(CH<sub>2</sub>)nCO<sub>2</sub>BSubPc(H)<sub>12</sub> (n = 0–3), FcCO(CH<sub>2</sub>)<sub>2</sub>CO<sub>2</sub>BSubPc(H)<sub>12</sub>, and Cl-BSubPc(H)<sub>12</sub> illustrated the electronic influence of the carboxyl group, the different alkyl chains and the ferrocenyl group in the axial ligand on the ring-based oxidation and reduction values of the SubPcs.en_US
dc.identifier.citationConradie J, Swarts. Synthesis, Spectroscopy, Electrochemistry and DFT of Electron-Rich Ferrocenylsubphthalocyanines. Molecules. 2020;25en_US
dc.identifier.cristinIDFRIDAID 1891293
dc.identifier.doi10.3390/molecules25112575
dc.identifier.issn1420-3049
dc.identifier.urihttps://hdl.handle.net/10037/23298
dc.language.isoengen_US
dc.publisherMDPIen_US
dc.relation.journalMolecules
dc.rights.accessRightsopenAccessen_US
dc.rights.holderCopyright 2020 The Author(s)en_US
dc.subjectVDP::Mathematics and natural science: 400::Chemistry: 440en_US
dc.subjectVDP::Matematikk og Naturvitenskap: 400::Kjemi: 440en_US
dc.titleSynthesis, Spectroscopy, Electrochemistry and DFT of Electron-Rich Ferrocenylsubphthalocyaninesen_US
dc.type.versionpublishedVersionen_US
dc.typeJournal articleen_US
dc.typeTidsskriftartikkelen_US
dc.typePeer revieweden_US


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