ARENE SYNTHESIS BY EXTRUSION REACTION .14. SYNTHESIS OF BENZO-FUSED TETRAPHENYLENES AND CRYSTAL-STRUCTURE OF A 4-1 CLATHRATE INCLUSION COMPOUND OF DIBENZO[B,H]TETRAPHENYLENE WITH PARA-XYLENE

Benzo-fused tetraphenylenes 2–6 were successfully prepared by the combined deployment of the Diels-Alder cycloaddition between some strained cyclooctynes and furans and subsequent low-valent-titanium deoxygenation of the resulting 1,4-endoxides. As expected, clathrate inclusion compounds were obtained for compounds 2 and 6, which both possess a C2 symmetry axis. The detailed X-ray crystallographic study of a 4:1 clathrate inclusion compound of 6 with p-xylene is reported. © 1990, American Chemical Society. All rights reserved.