519059-86-0Relevant academic research and scientific papers
The alicyclic ring contraction of perfluoro-1-phenyltetralin in reaction with antimony pentafluoride
Sinyakov, Vladimir R.,Mezhenkova, Tatyana V.,Karpov, Victor M.,Platonov, Vyacheslav E.
, p. 49 - 53 (2004)
Perfluoro-1-phenyltetralin (1) heated with antimony pentafluoride at 130-°C, then treated with water, gave a mixture of perfluorinated 3-methyl-2-phenylindenone (3), 3-methyl-2-phenylindene (4), 3-hydroxy-1-methyl-3-phenylindan (5), 1-methyl-3-phenylindan (6), 9-methyl-1,2,3,4,5,6,7,8-octahydroanthracene (7), and 1,9-dimethyl-5,6,7,8-tetrahydro-β-naphthindan (8). When heated with SbF5 in the presence of HF, then treated with water, compound 1 is transformed to a mixture of products 3-6. The reaction at 170 and 200 °C forms compounds 3-6 together with perfluoro-2-(cyclohexen-1-yl)-3-methylindene (10).
Pentafluorophenylation of perfluorinated benzocyclobutene, indan, and tetralin by reaction with pentafluorobenzene in SbF5
Karpov,Mezhenkova,Platonov,Sinyakov,Shchegoleva
, p. 1158 - 1165 (2007/10/03)
The reactivity of perfluorinated benzocyclobutene, indan, and tetralin in reaction with pentafluorobenzene in SbF5 medium, and also the relative stability of generated therewith perfluoro-1-phenylbenzocycloalkenyl cations decrease with increasing alicyclic fragment in the benzocycloalkene. Treating the solutions of salts of the above cations with anhydrous HF results in the corresponding perfluoro-1-phenyl-benzocycloalkenes, and the hydrolysis of salts furnishes their 1-hydroxy derivatives. In a reaction of 1-hydroxyperfluoro-1-phenylbenzocyclobutene, -indan, and -tetralin with SOCl2 the hydroxy group is replaced by chlorine. Besides with indan and tetralin derivatives form respectively 7-pentafluorophenyl-octafluoro-3-chlorobicyclo[4.3.0]hepta-1,4,6-triene and 7-pentafluorophenyldecafluoro-3-chlorobicyclo-[4.4.0]octa-1,4,6-triene.
