Isolation and characterisation of bis(oxahomo)fullerene derivatives of C60F18

From the products of the reaction of [60]fullerene with K2PtF6 under vacuum at 465 °C we have isolated seven isomers of C60F18O2, and characterized them by EI mass spectrometry, IR and 19F NMR spectroscopy (both 1 D and 2 D). Comparison with data for mono-oxides and the observed lack of connectivity between the fluorines attached to carbons adjacent to oxygen, indicate that these compounds are diethers with oxygen inserted between fluorinated carbons. Structures proposed on the basis of the NMR spectra and semiempirical calculations are found to be consistent with HPLC retention times.