Fused Tricyclic Furazano[3,4-e][1,2,4]triazolo[4,3-a]Pyrazines as Heat-Resistant Insensitive Energetic Materials

Fused Tricyclic Furazano[3,4-e][1,2,4]triazolo[4,3-a]Pyrazines as Heat-Resistant Insensitive Energetic Materials Full article

Journal

Organic Letters
ISSN: 1523-7060 , E-ISSN: 1523-7052

Output data

Year: 2025, Volume: 27, Number: 34, Pages: 9522-9526 Pages count : 5 DOI: 10.1021/acs.orglett.5c03057

Authors

Portnov Stepan V. ^1,2 , Shuvaev Alexander D. ¹ , Melnikov Igor N. ³ , Monogarov Konstantin A. ³ , Kiselev Vitaly G. ⁴ , Fershtat Leonid L. ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky Prosp. 47, Moscow 119991 Russian Federation
2	National Research University Higher School of Economics, 20 Myasnitskaya Str., 119991 Moscow, Russian Federation
3	Semenov Federal Research Center for Chemical Physics RAS, 4 Kosygina Str., 119991 Moscow, Russian Federation
4	Voevodsky Institute of Chemical Kinetics and Combustion SB RAS, 3 Institutskaya Str., 630090 Novosibirsk, Russian Federation

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-e][1,2,4]triazolo[4,3-a]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–3) and high enthalpies of formation (240–960 kJ mol–1) results in decent detonation parameters of the synthesized compounds (7.1–8.5 km s–1) unveiling new prospects in smart materials design.

Portnov S.V. , Shuvaev A.D. , Melnikov I.N. , Monogarov K.A. , Kiselev V.G. , Fershtat L.L.
Fused Tricyclic Furazano[3,4-e][1,2,4]triazolo[4,3-a]Pyrazines as Heat-Resistant Insensitive Energetic Materials
Organic Letters. 2025. V.27. N34. P.9522-9526. DOI: 10.1021/acs.orglett.5c03057 WOS Scopus OpenAlex

Web of science:	WOS:001552036600001
Scopus:	2-s2.0-105014528635
OpenAlex:	W4413284181

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OpenAlex	6
Web of science	6
Scopus	6