Abstract: | Main features of the reductive debenzylation of 2,4,6,8,10,12-hexabenzyl-2,4,6,8,10,12-hexaazaisowurtzitane were studied.
This process is the key step of the synthesis of 2,4,6,8,10,12-hexanitro-2,4,6,8,10,12-hexaazatetracyclo5.5.0.03,11.05,9]dodecane (hexanitrohexaazaisowurtzitane, CL-20), a compound with unique energetic and explosive characteristics. The use
of the latter is restricted so far by the high cost of the two-step process of debenzylation during which the compound is
rapidly deactivated. The expensive Pd/C catalyst is deactivated in the first step of the process, which limits the use of
this polycyclic nitramine. The influence of the solvent nature; loadings of the reactants, catalyst, and cocatalyst; the hydrogen
pressure and reaction temperature on the general features of the process and the yield of the target precursor of CL-20 was
studied.
Published in Russian in Izvestiya Akademii Nauk. Seriya Khimicheskaya, No. 12, pp. 2290–2295, December, 2007. |