Nucleophilic Catalyzed Structural Binary Cleavage of a Fused [5,5]-Bicyclic Compound

Structural binary cleavage of 3,7-diamino-2,6-dinitro-1H,5H-pyrazolo-[1,2-a]­pyrazole-1,5-dione 3, under nucleophilic conditions, leads to the formation of a monocyclic pyrazole unit of 5-amino-4-nitro-1,2-dihydro-3H-pyrazol-3-one, 4. Additionally, various salts of the pyrazole ring were synthesized...

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Veröffentlicht in:Organic letters 2021-12, Vol.23 (24), p.9408-9412
Hauptverfasser: Chinnam, Ajay Kumar, Staples, Richard J, Shreeve, Jean’ne M
Format: Artikel
Sprache:eng
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Zusammenfassung:Structural binary cleavage of 3,7-diamino-2,6-dinitro-1H,5H-pyrazolo-[1,2-a]­pyrazole-1,5-dione 3, under nucleophilic conditions, leads to the formation of a monocyclic pyrazole unit of 5-amino-4-nitro-1,2-dihydro-3H-pyrazol-3-one, 4. Additionally, various salts of the pyrazole ring were synthesized and fully characterized. Detonation properties and mechanical sensitivities of 4 and other new compounds are remarkably improved compared to 3. This simple and efficient strategy is highly desirable for future studies on the development of insensitive and high performing materials.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.1c03534