Issue 65, 2018

Unexpected reactivity of cyclic perfluorinated iodanes with electrophiles

Abstract

We have found that cyclic perfluorinated iodanes react with electrophiles (E+ = Br, Cl, F, I) to afford perfluorinated E–RF compounds. This reactivity is unexpected since cyclic perfluorinated iodanes are considered as electrophilic reagents that normally react with nucleophiles (e.g. Nu = SR, OR) to afford Nu–RF products. The utility of this new transformation is demonstrated for a [18F]CF3CF2-containing compound which was prepared from [18F]XeF2 obtained from cyclotron produced [18F]fluoride.

Graphical abstract: Unexpected reactivity of cyclic perfluorinated iodanes with electrophiles

Supplementary files

Article information

Article type
Communication
Submitted
07 Jun 2018
Accepted
13 Jul 2018
First published
13 Jul 2018

Chem. Commun., 2018,54, 8999-9002

Unexpected reactivity of cyclic perfluorinated iodanes with electrophiles

S. Gruber, S. M. Ametamey and R. Schibli, Chem. Commun., 2018, 54, 8999 DOI: 10.1039/C8CC04558E

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