Flash-vacuum thermolysis of phenyl-p-benzo-quinone yields naphthalene, 2-hydroxydibenzofuran, and phenyl-1,4-hydro-quinone; the formation of naphthalene can be visualised as an intramolecular trapping of either a butadiene diradical, cyclobutadiene, or tetrahedrane by the phenyl ring.
H. J. Hageman and U. E. Wiersum, J. Chem. Soc. D, 1971, 497 DOI: 10.1039/C29710000497
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