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

Authors :
Ajay Kumar Chinnam
Richard J. Staples
Jean'ne M. Shreeve
Source :
Organic Letters. 23:9408-9412
Publication Year :
2021
Publisher :
American Chemical Society (ACS), 2021.

Abstract

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.

Details

ISSN :
15237052 and 15237060
Volume :
23
Database :
OpenAIRE
Journal :
Organic Letters
Accession number :
edsair.doi.dedup.....c0c5add66f339397ea41a20caf36e505
Full Text :
https://doi.org/10.1021/acs.orglett.1c03534