ChemInform Abstract: DEHYDROFLUORINATION OF 1‐HEXAFLUOROPROPYLADAMANTANE

Free radical chemistry. Part 10. Addition of acyclic and cyclic alkanes to hexafluoropropene

“…The area is still undeveloped, although some work has been reported by Haszeldine and co-workers 5-7 and by workers in the former Soviet Union. [8][9][10] Reactions that we will describe, involve the familiar radical chain processes, Scheme 2, where for initiation we have employed both peroxide and γ-ray induced procedures and these give very similar results, for reactions that are conducted at the same temperatures although, for much of our work γ-ray induced reactions were carried out at room temperature where greater selectivity can be achieved. It is worth emphasising, with regard to propagation, that radicals derived from hydrocarbons are relatively nucleophilic and fluorinated alkenes are, of course, extremely electrophilic in character and, as a consequence of these polar influences, we have very favourable circumstances for reactivity.…”

“….6, CF 3 ), 134.5 (dqd, 1 J CF 250, 2 J CF 40, 2 J CF 25, CFCF 3 ), 156.5 (ddq, 1 J CF 265, 2 J CF 9.6, 3 J CF 3.4, CHCF); m/z (EI ϩ ) 226 (M ϩ , 4%), 139(10), 68 (100), 67(35).…”