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Phenanthroquinone was added photochemically to allene and nine of its methyl, methoxy and methylthio derivatives. Several 2-alkylidene-2,3-dihydrophenanthro[9,10-b]-1,4-dioxins were isolated; 2 : I-adducts were sometimes found as byproducts. The directiospecificity of the addition was investigated. The stereochemistry and conformation of the adducts are discussed in relation to long-range N M R coupling constants. Tetrachloro-o-benzoquinone was added similarly to methoxyallene. This addition could also be performed thermally.

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Durch Photoreaktion von Phenanthrenchinon (I) mit Methoxyallen (IIa) in Benzol wird das Phenanthrodioxin (IIIa) gebildet; bei einem Überschuß von (I) entsteht daneben das 2:1‐Addukt (VII).

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