Radiofluorination of a NHC–PF5 adduct: toward new probes for 18F PET imaging

Boris Vabre; Kantapat Chansaenpak; Mengzhe Wang; Hui Wang; Zibo Li; François P. Gabbaï

doi:10.1039/C7CC04402J

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Radiofluorination of a NHC–PF₅ adduct: toward new probes for ¹⁸F PET imaging†

Boris Vabre,‡^a Kantapat Chansaenpak,‡^bc Mengzhe Wang,^b Hui Wang,^b Zibo Li

§*^b and François P. Gabbaï

§*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry, Texas A&M University, College Station, Texas 77843, USA
E-mail: gabbai@mail.chem.tamu.edu

^b Department of Radiology, Biomedical Research Imaging Center, University of North Carolina, Chapel Hill 27599, USA
E-mail: ziboli@med.unc.edu

^c National Nanotechnology Center (NANOTEC), National Science and Technology Development Agency (NSTDA), 111 Thailand Science Park, Pathum Thani, Thailand

Abstract

The radiofluorination of N-heterocyclic carbene (NHC) phosphorus(V) fluoride adducts has been investigated. The results show that the IMe-PF₅ derivative (IMe = 1,3-dimethylimidazol-2-ylidene) undergoes a Lewis acid promoted ¹⁸F–¹⁹F isotopic exchange. The resulting radiofluorinated probe is remarkably resistant to hydrolysis both in vitro as well as in vivo.

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Article information

DOI: https://doi.org/10.1039/C7CC04402J
Article type: Communication
Submitted: 07 Jun 2017
Accepted: 11 Jul 2017
First published: 11 Jul 2017

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Chem. Commun., 2017,53, 8657-8659

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Radiofluorination of a NHC–PF₅ adduct: toward new probes for ¹⁸F PET imaging

B. Vabre, K. Chansaenpak, M. Wang, H. Wang, Z. Li and F. P. Gabbaï, Chem. Commun., 2017, 53, 8657 DOI: 10.1039/C7CC04402J

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Chemical Communications