Hello dear friends!
Some rocket launchers still use hundreds of tons of hydrazine, mmh and udmh as a fuel, but toxicity lets phase them out. A replacement, if keeping the rocket design, should be (1) safe (2) liquid (3) efficent. Hydrazines are more efficient than kerosene for instance, and equalling them - of possible - needs highly strained fuels, amines rather than hydrocarbons. Multiple bonds are excluded for stability in the cooling jacket, and any detonation risk is prohibitive.
I imagine we could make diaza-diasterane and -stellane this way. 1,2,4,5-tetrahalo-cyclohexane is common. E- positions on neighbour carbons could result from dihalo addition to cyclohexa-1,4-diene. Diluted reaction with amines, like cyclopropylamine or methylamine, would produce strained cage molecules. Your opinion please?
A first arrangement of haloatoms would give the long desired diasterane, or better, a diaza homologue, substituted for the liquid range. Image joined.
The other arrangement of haloatoms would give aza-stellane, less good but not bad, so if the best tetrahalo-cyclohexane contains some of the isomer, it can be kept - the produced mix may stay liquid at a colder temperature. Image joined.
All-trans-1,2,3,4,5,6-hexachloro-cyclohexane was a Lindane byproduct, and its reaction with ammonia might yield diaza-cubane, but I doubt it much... The favourable conformation would have the 1,3,5 chlorine at one pole and the 2,4,6 at the other, but known conformations have some equatorial chlorine. Anyway, the reactants must find a way to produce HCl, N2 and C6H6 instead.
Marc Schaefer, aka Enthalpy