Reductive Debenzylation of Hexabenzylhexaazaisowurtzitane — the Key Step of the Synthesis of Polycyclic Nitramine Hexanitrohexaazaisowurtzitane Full article
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Russian Chemical Bulletin
ISSN: 1066-5285 , E-ISSN: 1573-9171 |
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| Output data | Year: 2007, Volume: 56, Number: 12, Pages: 2370-2375 Pages count : 6 DOI: 10.1007/s11172-007-0377-5, 10.1002/chin.200845167 | ||
| Tags | 2,4,6,8,10,12-hexabenzyl-2,4,6,8,10,12- hexaazatetracyclo[5.5.0.03,11.05,9]dodecane, Deactivation of Pd/C, Debenzylation, Hexanitrohexaazaisowurtzitane, Palladium-containing catalyst | ||
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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-hexaazatetracyclo[5.5.0.03,11.05,9]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.
Cite:
Koskin A.P.
, Simakova I.L.
, Parmon V.N.
Reductive Debenzylation of Hexabenzylhexaazaisowurtzitane — the Key Step of the Synthesis of Polycyclic Nitramine Hexanitrohexaazaisowurtzitane
Russian Chemical Bulletin. 2007. V.56. N12. P.2370-2375. DOI: 10.1007/s11172-007-0377-5, 10.1002/chin.200845167 WOS Scopus РИНЦ ANCAN OpenAlex
Reductive Debenzylation of Hexabenzylhexaazaisowurtzitane — the Key Step of the Synthesis of Polycyclic Nitramine Hexanitrohexaazaisowurtzitane
Russian Chemical Bulletin. 2007. V.56. N12. P.2370-2375. DOI: 10.1007/s11172-007-0377-5, 10.1002/chin.200845167 WOS Scopus РИНЦ ANCAN OpenAlex
Original:
Коскин А.П.
, Симакова И.Л.
, Пармон В.Н.
Особенности восстановительного дебензилирования гексабензилгексаазаизовюрцитана - ключевой стадии синтеза полициклического нитрамина гексанитрогексаазаизовюрцитана
Известия Академии наук. Серия химическая. 2007. №12. С.2290-2295. РИНЦ
Особенности восстановительного дебензилирования гексабензилгексаазаизовюрцитана - ключевой стадии синтеза полициклического нитрамина гексанитрогексаазаизовюрцитана
Известия Академии наук. Серия химическая. 2007. №12. С.2290-2295. РИНЦ
Dates:
| Submitted: | Jun 7, 2007 |
| Published print: | Dec 1, 2007 |
| Published online: | Sep 20, 2008 |
Identifiers:
| Web of science: | WOS:000257888700003 |
| Scopus: | 2-s2.0-52649107567 |
| Elibrary: | 13544588 |
| Chemical Abstracts: | 2008:941971 |
| Chemical Abstracts (print): | 150:329762 |
| OpenAlex: | W2040720100 |