19026-94-9Relevant articles and documents
AN ADAMANTANE REARRANGEMENT. A NEW PATHWAY
Schleyer, Paul von Rague,Grubmueller, Peter,Maier, Wilhelm F.,Vostrowsky, Otto,Skatteboel, Lars,Holm, Kjetil H.
, p. 921 - 924 (1980)
Tricyclo(4.2.2.01,5)decane (7) in the presence of AlBr3 rearranges partly "forwards" to adamantane (1) and partly "backwards" to tetrahydrodicyclopentadiene (2, largely the exo isomer).Intermediate 14, characterizing the 7 exo-8 14 3 1 forward pathway, is found only in small amounts.The detection of a new intermediate, 12, also shows that a second major rearrangement route from 7 to 1 is being utilized (see dashed lines in Figure 1).
Diademane and Structurally Related Compounds, II. Catalytic Rearrangements and Hydrogenations
Kaufmann, Dieter,Schallner, Otto,Meyer, Lueder-Ulrich,Fick, Hans-Heinrich,Meijere, Armin de
, p. 1377 - 1385 (2007/10/02)
Copper, silver, gold, and rhodium compounds catalyze the rearrangement of diademane (1) to triquinacene (5) and snoutene (7), respectively.Known mechanism may be adopted to explain this behaviour.The catalytic hydrogenation of 1 leads to a mixture of 6 products, 9 - 14, the composition of which was independent of the extent of reaction.Adamantane, the thermodynamically most stable isomer of all conceivable "hexahydrodiademanes", was not detected.
