The Chemistry of Highly Fluorinated Carbocations

Stable bis(2-chloro-2,2-difluoroethoxy)-fluoromethyl cation at room temperature

“…Numerous examples of stable and long-lived carbocations have been reported in the past 40 years [3,4]. The lone electron pairs and p electrons of the substituent groups attached to the carbocation greatly contribute to stabilization of the carbocations.…”

Aluminum oxide mediated C–F bond activation in trifluoromethylated arenes

“…The selective transformation of robust CF 3 groups to the carboxyl groups appears to be very useful from the synthetic point of view. Although trifluoromethylbenzene can be in general hydrolyzed to benzoic acid by the action of concentrated sulfuric acid at 100 1C or by using of superacids, 26 these conditions cannot be applied for extended PAHs, because of the polymerization and numerous side reactions. To demonstrate the efficiency of our approach the relative large trifluoromethylated benzophenanthrene 19 was used as the model compound.…”

Isolating fluorinated carbocations

“…The potential value of X-ray structural data as a complement to NMR characterization has been anticipated for some time 4 but only one report of X-ray studies has appeared. The cations (m-CF 3 -C 6 H 4 )(C 6 H 5 )CF + and (CH 3 ) 2 CF + were isolated at low temperature from superacid media and characterized as fluoroarsenate salts.…”