Application
1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane can be used:
(1) cross-coupling reactions. 4-iodo-1,1,2,2,9,9,10,10-octafluoro[2.2]paracyclophane is successfully coupled to a variety of arylboronic acids and boronic acid pinacol esters with the exception of sterically-demanding systems such as mesityl. Using the standard Suzuki method, dicyclophane containing two octafluoro[2.2]paracyclophane units separated by one and two benzene rings can be prepared.
(2) Spectroscopic studies. It is an isomer of 1-fluorocyclopropane and has a shorter reaction time compared to 1-fluorocyclopropane. The spectral properties of this compound are similar to those of 1-fluorocyclopropane. Its mass spectrum shows peaks corresponding to molecular ions with m/e=256 and its fragmentation pattern corresponds to monosubstituted aromatic hydrocarbons.
Preparation
1,1,2,2,9,9,10,10-Octafluoro[2.2]paracyclophane is synthesised using 1,4-Bis(bromodifluoromethyl)benzene as a raw material by chemical reaction.