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dc.contributor.authorKlenner, MA-
dc.contributor.authorPascali, G-
dc.contributor.authorZhang, B-
dc.contributor.authorCiancaleoni, G-
dc.contributor.authorMassi, M-
dc.contributor.authorFraser, BH-
dc.identifier.citationKlenner, M. A., Pascali, G., Zhang, B., Ciancaleoni, G., Massi, M., & Fraser, B. H. (2019). Effect of rhenium(i) complexation on aza-Michael additions to 5-amino-1,10-phenanthroline with [18F]ethenesulfonyl fluoride towards PET optical tracer development. Australian Journal of Chemistry, 72(4), 288-294. doi:10.1071/CH18512en_US
dc.description.abstractConjugations with the recently developed [18F]ethenesulfonyl fluoride ([18F]ESF) were performed on 5-amino-1,10-phenanthroline, in its free form and coordinated to a rhenium(i) tricarbonyl complex, as a means of radiosynthesizing dual-modal optical and positron emission tomography (PET) tracers. The Michael-donating ability of the aromatic amine was noticeably perturbed on coordination with the rhenium(i) centre, resulting in decreased radiochemical yields from 34 %, in the case of the free ligand, to 1 %. We attribute the decreased nucleophilicity of the amine to metal deactivation from the electron-withdrawing feature of the rhenium(i) tricarbonyl centre, based on spectroscopic and computational evidence, thus highlighting this effect as a crucial parameter in designing late-stage metal coordination methods employing related aza-Michael additions. Photophysical analyses were also performed on the ESF-conjugated rhenium(i) complex, exhibiting a longer decay lifetime from the triplet metal-to-ligand charge transfer excited state when compared with the non-conjugated analogue. © CSIRO 1996-2021en_US
dc.publisherCSIRO Publishingen_US
dc.subjectFluorine 18en_US
dc.subjectPositron computed tomographyen_US
dc.subjectEmission computed tomographyen_US
dc.subjectTracer techniquesen_US
dc.subjectRadiochemical analysisen_US
dc.titleEffect of rhenium(i) complexation on aza-Michael additions to 5-amino-1,10-phenanthroline with [18F]ethenesulfonyl fluoride towards PET optical tracer developmenten_US
dc.typeJournal Articleen_US
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