Rhenium(i) complexation–dissociation strategy for synthesising fluorine-18 labelled pyridine bidentate radiotracers

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dc.contributor.authorKlenner, MAen_AU
dc.contributor.authorZhang, Ben_AU
dc.contributor.authorCiancaleoni, Gen_AU
dc.contributor.authorHoward, JKen_AU
dc.contributor.authorMaynard-Casely, HEen_AU
dc.contributor.authorClegg, JKen_AU
dc.contributor.authorMassi, Men_AU
dc.contributor.authorFraser, BHen_AU
dc.contributor.authorPascali, Gen_AU
dc.date.accessioned2021-09-14T03:05:49Zen_AU
dc.date.available2021-09-14T03:05:49Zen_AU
dc.date.issued2020-02-28en_AU
dc.date.statistics2021-09-07en_AU
dc.descriptionThis article is licensed under a Creative Commons Attribution Non-Commercial 3.0 Licence.en_AU
dc.description.abstractA novel fluorine-18 method employing rhenium(I) mediation is described herein. The method was found to afford moderate to high radiochemical yields of labelled rhenium(I) complexes. Subsequent thermal dissociation of the complexes enabled the radiosynthesis of fluorine-18 labelled pyridine bidentate structures which could not be radiofluorinated hitherto. This rhenium(I) complexation–dissociation strategy was further applied to the radiosynthesis of [18F]CABS13, an Alzheimer's disease imaging agent, alongside other 2,2′-bipyridine, 1,10-phenanthroline and 8-hydroxyquinoline labelled radiotracers. Computational modelling of the reaction mechanism suggests that the efficiency of rhenium(I) activation may be attributed to both an electron withdrawal effect by the metal center and the formation of an acyl fluoride intermediate which anchors the fluoride subsequent to nucleophilic addition. © The Royal Society of Chemistry 2020 - Open Accessen_AU
dc.identifier.citationKlenner, M. A., Zhang, B., Ciancaleoni, G., Howard, J. K., Maynard-Casely, H. E., Clegg, J. K., Massi, M., Fraser, B. H. & Pascali, G. (2020). Rhenium (I) complexation–dissociation strategy for synthesising fluorine-18 labelled pyridine bidentate radiotracers. RSC Advances, 10(15), 8853-8865. doi:10.1039/D0RA00318Ben_AU
dc.identifier.issn2046-2069en_AU
dc.identifier.issue15en_AU
dc.identifier.journaltitleRSC Advancesen_AU
dc.identifier.pagination8853-8865en_AU
dc.identifier.urihttps://doi.org/10.1039/D0RA00318Ben_AU
dc.identifier.urihttps://apo.ansto.gov.au/dspace/handle/10238/11696en_AU
dc.identifier.volume10en_AU
dc.language.isoenen_AU
dc.publisherRoyal Society of Chemistryen_AU
dc.subjectRheniumen_AU
dc.subjectFluorine 18en_AU
dc.subjectPyridineen_AU
dc.subjectSynthesisen_AU
dc.subjectLabellingen_AU
dc.subjectTracer techniquesen_AU
dc.titleRhenium(i) complexation–dissociation strategy for synthesising fluorine-18 labelled pyridine bidentate radiotracersen_AU
dc.typeJournal Articleen_AU
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