Please use this identifier to cite or link to this item: https://apo.ansto.gov.au/dspace/handle/10238/11696
Title: Rhenium(i) complexation–dissociation strategy for synthesising fluorine-18 labelled pyridine bidentate radiotracers
Authors: Klenner, MA
Zhang, B
Ciancaleoni, G
Howard, JK
Maynard-Casely, HE
Clegg, JK
Massi, M
Fraser, BH
Pascali, G
Keywords: Rhenium
Fluorine 18
Pyridine
Synthesis
Labelling
Tracer techniques
Issue Date: 28-Feb-2020
Publisher: Royal Society of Chemistry
Citation: Klenner, 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/D0RA00318B
Abstract: A 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 Access
Description: This article is licensed under a Creative Commons Attribution Non-Commercial 3.0 Licence.
URI: https://doi.org/10.1039/D0RA00318B
https://apo.ansto.gov.au/dspace/handle/10238/11696
ISSN: 2046-2069
Appears in Collections:Journal Articles

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