FLUORO-INDENES .14. INTERACTION OF PERFLUORINATED 3-METHYLINDENE AND 1-METHYLENE-INDAN WITH NITRATING AGENTS IN ANHYDROUS HF

The reaction of perfluorinated 3-methyl-indene and 1-methylene-indan w ith nitrating agents in anhydrous HF leads to the formation of perfluo ro-indan containing an oxygen function together with nitrofluorination products. From an analysis of the experimental data and the results o f MNDO calculations of the starting compounds (including perfluorinate d indene and 2-methyl-indene), their radical cations and polyfluorinat ed nitro-indanyl cations, a scheme for the process has been suggested including both a classical electrophilic route and a route involving r adical cations of the substrates. The latter are assumed to be generat ed together with NO2. from the intermediate nitro-indanyl cations.