Skeletal transformations of perfluoro-1-phenylindan under the action of antimony pentafluoride

Perfluoro-1 -phenylindan (1) was obtained from perfluoroindan and pentafluo robenzene in the presence of SbF5. Compound 1 heated with antimony pentaflu oride at 170 degreesC and then treated with water gave a mixture of perfluo rinated 9-methylfluorene (5), 9-hydroxy-9-methylfluorsne (6), 9-methyl- 1,2 .3.4.5,6,7,8-octahydroanthracene (7), 1,9-dimethyl-5,6,7,8-tetrahydro-beta -naphthindan (8). When heated with SbF5 in the presence of HF and then trea ted with water, compound 1 is transformed to a mixture of products 5. 6, pe rfluoro-1.2.3.3,5,6.7,8-octahydroanthracene (9), perfluoro-10-methyl-9(10H) anthracenone (10) and 10-H-perfluoro-10-methyl-9(10H)anthracenone (11). (C) 2001 Elsevier Science B.V. All rights: reserved.