Tetra‐ und pentacyclische Tricyclo[4.1.0.0^2,7]hept‐3‐en‐Derivate; Abfangprodukte des Tricyclo [4.1.0.0.^2,7]hepta‐3,4‐diens

Abstract

Reaction of 7 ,7-dibromotetracyclo[4.1.0.02.4.oJ.S]heptane (4) with methyllithium generates tricyclo[4.1.0.02·7]hepta-3,4-diene (7) as a reactive intermediate having diradical character, which either polymerizes or is trapped by suitable reagents such as styrene, 1 ,1-diphenylethene, butadiene, cyclopentadiene, furan, 1 ,3-cyclohexadiene, and cycloheptatriene. The products are the tetra-or pentacyclic compounds 8-10 and 12-14, 17, respectively, and contain the tricyclo[4.1.0.0 2 • 7 ]hept-3-ene system. Unequivocal evidence concerning the structure of these products follows from the 13 C-NMR spectra. While butadiene and 7 form a 1 ,2-adduct, the vinyl cyclobutane derivative 10, cyclic 1 ,3-dienes provide 1 ,4-adducts, which presumably do not ensue from a one step process, but are the result of the collapse of a diradical intermediate. •> Korrespondenz bitte an diesen Autor richten.