Fused Tricyclic Furazano[3,4-<i>e</i>][1,2,4]triazolo[4,3-<i>a</i>]Pyrazines as Heat-Resistant Insensitive Energetic Materials
Fused nitrogen heterocycles emerged recently as promising scaffolds for the design of small-molecule energetic materials. Herein, we present the synthetic route to a series of new furazano[3,4-<i>e</i>][1,2,4]triazolo[4,3-<i>a</i>]pyrazines demonstrating outstanding thermal stability (the decomposition onset above 300 °C) and low mechanical sensitivity. Moreover, a favorable combination of high crystal densities (1.68-1.84 g cm<sup>-3</sup>) and high enthalpies of formation (240-960 kJ mol<sup>-1</sup>) results in decent detonation parameters of the synthesized compounds (7.1-8.5 km s<sup>-1</sup>) unveiling new prospects in smart materials design.
Authors
- Igor N. Melnikov (ORCID: https://orcid.org/0000-0001-7119-4437)
- Alexander D. Shuvaev
- Константин А. Моногаров (ORCID: https://orcid.org/0000-0002-0955-5999)
- Леонид Л. Ферштат (ORCID: https://orcid.org/0000-0002-0203-1025)
- Vitaly G. Kiselev (ORCID: https://orcid.org/0000-0002-2721-539X)
- Stepan V. Portnov
Institutions
- National Research University Higher School of Economics (RU)
- Semenov Institute of Chemical Physics (RU)
- N.D. Zelinsky Institute of Organic Chemistry (RU)
- Institute of Chemical Kinetics and Combustion (RU)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-08-18
- DOI
- https://doi.org/10.1021/acs.orglett.5c03057
- Citations
- 6
- Primary Topic
- Energetic Materials and Combustion
- Type
- article
- Field-Weighted Citation Impact
- 5.18
Funders
- Russian Science Foundation