Trans-1,2-Difluoro-3,4,5,6,7,8-hexaphenyltricyclo[4.2.0.02,5]octa-3,7-diene

Abstract

In order to probe the possible mechanism of the rearrangement of trans-hexa­phenyl­difluoro­tricyclo­octa­diene (a dimer of fluoro­triphenyl­cyclo­butadiene) to penta­phenyl­dihydro­difluoro­penta­lene via C—F bond migration, a high-temperature study of the title compound, C44H30F2, was performed at 400 (2) K. In the title compound, there are three fused four-membered rings with the resulting eight-membered tricyclo­octa­diene ring adopting a sofa conformation. The dihedral angles between the central four-membered ring and the two outer rings are 66.03 (2) and 65.39 (2)°. The crystal structure contains centrosymmetric dimers formed by C—H⋯π inter­actions.