Issue 12, 2000

Isolation and spectroscopic characterisation of C60F17CF2CF3 and isomers of C60F17CF3; insertion of :CF2 into fluorofullerene C–F bonds

Abstract

The perfluoroalkylfluoro[60]fullerenes C60F17CF2CF3 (Cs) and three isomers of C60F17CF3 [Cs (major, 65%), enantiomeric C1 pair (minor, 35%)] have been separated by HPLC from the many products obtained by fluorination of [60]fullerene by K2PtF6 at ca. 465 °C. They have been characterised by 19F NMR spectroscopy, and for the trifluoromethyl compound, by single crystal X-ray structure determination. The trifluoromethyl compound shows either extremely weak or no resonances for the CF3 group in the 19F NMR spectrum, which led to an earlier misidentification of the major isomer in this compound as a CF2 derivative. Isolation of these compounds indicates that trifluoromethyl compounds are formed under these conditions by insertion of :CF2 groups (from fragmentation of other fluorinated fullerene cages) into C–F bonds.

Supplementary files

Article information

Article type
Paper
Submitted
23 Aug 2000
Accepted
12 Oct 2000
First published
08 Nov 2000

J. Chem. Soc., Perkin Trans. 2, 2000, 2410-2414

Isolation and spectroscopic characterisation of C60F17CF2CF3 and isomers of C60F17CF3; insertion of :CF2 into fluorofullerene C–F bonds

O. V. Boltalina, P. B. Hitchcock, P. A. Troshin, J. M. Street and R. Taylor, J. Chem. Soc., Perkin Trans. 2, 2000, 2410 DOI: 10.1039/B006890J

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