The alicyclic ring contraction of perfluoro-1-phenyltetralin in reaction with antimony pentafluoride

摘要

Perfluoro-1-phenyltetralin (1) heated with antimony pentafluoride at 130 deg C,then treated with water,gave a mixture of perfluorinated 3-methyl-2-phenylindenone (3),3-methyl-2phenylindene (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-beta-naphthindan (8).When heated with SbF_5 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 deg C forms compounds 3-6 together with perlfuoro-2-(cyclohexen-1-yl)-3-methylindene (10).