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Issue 65, 2018
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Unexpected reactivity of cyclic perfluorinated iodanes with electrophiles

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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

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Publication details

The article was received on 07 Jun 2018, accepted on 13 Jul 2018 and first published on 13 Jul 2018


Article type: Communication
DOI: 10.1039/C8CC04558E
Citation: Chem. Commun., 2018,54, 8999-9002
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    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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