Publication: Site-selective 18F fluorination of unactivated C–H bonds mediated by a manganese porphyrin† †Electronic supplementary information (ESI) available: Detailed experimental procedures and spectroscopic data for all new compounds. See DOI: 10.1039/c7sc04545j
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Date
2018
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Royal Society of Chemistry
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Liu, Wei, Xiongyi Huang, Michael S. Placzek, Shane W. Krska, Paul McQuade, Jacob M. Hooker, and John T. Groves. 2018. “Site-selective 18F fluorination of unactivated C–H bonds mediated by a manganese porphyrin† †Electronic supplementary information (ESI) available: Detailed experimental procedures and spectroscopic data for all new compounds. See DOI: 10.1039/c7sc04545j.” Chemical Science 9 (5): 1168-1172. doi:10.1039/c7sc04545j. http://dx.doi.org/10.1039/c7sc04545j.
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Abstract
The first direct C–H 18F fluorination reaction of unactivated aliphatic sites using no-carrier-added [18F]fluoride is reported. Under the influence of a manganese porphyrin/iodosylbenzene system, a variety of unactivated aliphatic C–H bonds can be selectively converted to C–18F bonds. The mild conditions, broad substrate scope and generally inaccessible regiochemistry make this radio-fluorination a powerful alternate to established nucleophilic substitution for the preparation of 18F labeled radio tracers.
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