Nitration of octafluoro[2.2]paracyclophane (OFP) provides an entry into the
synthesis of a series of II monosubstituted OFPs, including the nitro, ami
no, chloro, bromo, iodo, hydroxy, and trifluoromethyl compounds. The NMR, m
ass spectrometric, and UV spectral properties of all of these derivatives a
re presented and discussed, and they are compared with those of its hydroca
rbon analogue, [2.2]paracyclophane.