W. F. Maier

Heterogeneous deoxygenation of ketones

Abstract Relatively unhindered ketones are converted directly to the corresponding hydrocarbons in the presence of hydrogen at normal pressures and a Ni/Al 2 O 3 catalyst in a simple gas-phase reactor.

An adamantane rearrangement. A new pathway

Tricyclo(4.2.2.o1,5)decane (7) in the presence of AlBr3 rearranges partly “forwards” to adamantane (1) and partly “backwards” to tetrahydrodicyclopentadiene (2, largely the oxo 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).