Electrochemical radiofluorination using a split-bipolar electrode
• Electrochemical radiofluorination (ECF) is achieved with split bipolar electrodes. • Radiochemical conversion of up to 70 % for methyl (methylthio)acetate. • A m of 28–43 GBq/μmol is achieved with starting activity of 2.5–3.3 GBq. • A m obtained in this work is five times higher than previous reports using ECF. Electrochemical (radio)fluorination (ECF) is a versatile approach for nucleophilic radiofluorination of electron-rich compounds such as thioether derivatives. However, ECF generally requires high concentrations of supporting salts, which leads to low molar activity ( A m ) of the final product due to undesired contamination with [ 19 F]F – ions. Here, we demonstrate the first example of radiofluorination using a split bipolar electrode (s-BPE) platform with low concentration of supporting salt. Under optimal reaction conditions, the ECF of methyl (methylthio)acetate (MMTA) using s-BPEs provided [ 18 F]F-MMTA with radiochemical conversion of up to 70 % and high molar activities (28–43 GBq/μmol; 0.74–1.1 Ci/μmol), with approximately 5 mM of tetrabutylammonium perchlorate as supporting electrolyte.
Authors
- Shinsuke Inagi (ORCID: https://orcid.org/0000-0002-9867-1210)
- Tomoyuki Kurioka (ORCID: https://orcid.org/0000-0003-0650-9417)
- Yingqing Lu (ORCID: https://orcid.org/0000-0002-0343-5179)
- Jason Jones (ORCID: https://orcid.org/0000-0003-0140-1087)
- R. Michael van Dam (ORCID: https://orcid.org/0000-0003-2316-0173)
- Saman Sadeghi (ORCID: https://orcid.org/0000-0002-2158-2703)
- Daniel Hernández‐Valdés (ORCID: https://orcid.org/0000-0001-7228-0572)
- Afaf Genady
- Xueyi Wang
Institutions
- Tokyo Institute of Technology (JP)
- University of California, Los Angeles (US)
- Institute for Molecular Medicine (US)
- McMaster University (CA)
Publication Details
- Journal
- Journal of Fluorine Chemistry
- Published
- 2024-09-21
- DOI
- https://doi.org/10.1016/j.jfluchem.2024.110350
- Citations
- 5
- Primary Topic
- Fluorine in Organic Chemistry
- Type
- article
- Field-Weighted Citation Impact
- 1.04
Funders
- Ministry of Education, Culture, Sports, Science and Technology
- National Institutes of Health
- Natural Sciences and Engineering Research Council of Canada
- Japan Society for the Promotion of Science
- Japan Science and Technology Agency