Use of perfluoro groups in nucleophilic 18F-fluorination

✍ Scribed by Elisabeth Blom; Farhad Karimi; Bengt Långström

• Publisher: John Wiley and Sons
• Year: 2009
• Tongue: French
• Weight: 211 KB
• Volume: 53
• Category: Article
• ISSN: 0022-2135
• DOI: 10.1002/jlcr.1695

✦ Synopsis

Abstract

Substrates with leaving groups that contained perfluoro moieties were investigated in labelling chemistry in order to exploit their properties to improve reactivity and purification. ^18^Fbenzene was used as the model target compound. Precursors containing perfluoroalkyl and perfluoroaryl sulfonate moieties were subjected to nucleophilic ^18^F‐fluorination, and the impact of perfluoro groups on the substitution reaction and product purification was investigated. [^18^F]Fluoride interacted with perfluoroalkyl chains, precluding nucleophilic substitution. When perfluoroaryl groups were used, the substitution proceeded, and the separation of product was explored. The radiolabelled product was obtained in 32% analytical yield and the radiochemical purity was increased to approximately 77% using fluorous solid phase extraction purification. Copyright © 2009 John Wiley & Sons, Ltd.