4.7 Article

Unexpected reactivity of cyclic perfluorinated iodanes with electrophiles

Journal

CHEMICAL COMMUNICATIONS
Volume 54, Issue 65, Pages 8999-9002

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/c8cc04558e

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Funding

  1. ETH Zurich [SEED-15 16-2]
  2. Holcim foundation

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We have found that cyclic perfluorinated iodanes react with electrophiles (E+= Br, Cl, F, I) to afford perfluorinated E-R-F 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-R-F products. The utility of this new transformation is demonstrated for a [F-18]CF3CF2- containing compound which was prepared from [F-18]XeF2 obtained from cyclotron produced [F-18]fluoride.

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