Opening of the Four-Membered Ring in Perfluorinated 1-Alkyl-2-phenyl- and 1-Aryl-1,2-dihydrocyclobutabenzenes in the System I2-SbF5

摘要

Reactions of perfluorinated 1-phenyl-, 1-(2-ethylphenyl)-, 1-(4-ethylphenyl)-, 1-methyl-2-phenyl-, and l-ethyl-2-phenyl-l,2-dihydrocyclobutabenzenes with iodine in antimony pentafluoride at 130°C, followed by hydroysis of the reaction mixture, resulted in the formation of perfluorinated 2-methyl-, 2-ethyl-2'-methyl-, 4-ethyl-2'-methyl-, 2-ethyl-, and 2-propylbenzophenones via opening of the four-membered ring in the initial cyclobutabenzene at the C~1-C~2 bond. The presence of hydrogen fluoride facilitates the process and promotes profound transformations leading to anthracene derivatives.