C_(60)F_(14)OFPh_3 a fluoroxy derivative of C_(60)F_(15)Ph_3;evidence for the presence of 'missing' fluorine through restricted rotation of a phenyl group

摘要

From the reaction of C_(60)F_(18) with benzene in the presence of SbCl_5 we have isolated a compound of 1252 amu indicated to be C_(60)F_(14)OFPh)3 a fluoroxyfullerene.Temperature-variable ~1H NMR shows that one phenyl group suffers restricted rotation on cooling to 218 K,attributed to the presence of the OF group which,as in the case of the recently characterised C_(60)F_(17)OF,fails to give a signal for this group in the ~(19)F NMR.We have isolated also,C_(60)F_(14)O_2FPh_3 (1268 amu) a mixture of oxahomo derivatives of C_(60)F_(14)OFPh_3 arising from oxygen insertion into FC-CF bonds.Theoretical calculations for C_(60)F_(l4)OFPh_3 indicate that the phenyl group nearest to the OF group is twisted out of the plane containing the other two.