The chemistry of heterocycles in the 21st century

Russian Chemical Reviews, Journal Year: 2024, Volume and Issue: 93(7), P. RCR5125 - RCR5125

Published: July 1, 2024

The chemistry of heterocyclic compounds has traditionally been and remains a bright area chemical science in Russia. This is due to the fact that many heterocycles find widest application. These are key structural fragments most drugs, plant protection agents. Many natural also derivatives heterocycles. At present, more than half hundreds millions known collective review devoted achievements Russian chemists this field over last 15–20 years. presents leading heterocyclists representing both RAS institutes university science. It worth noting wide scope review, terms geography author teams, covering whole our large country, diversity research areas. Practically all major types represented review. special attention focused on practical applications design new drugs biologically active compounds, high-energy molecules, materials for organic electronics photovoltaics, ligands coordination chemistry, other rapidly developing advances would not be possible without development fundamental transformations chemistry.<br> Bibliography — 2237 references.

Language: Английский

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Linear furoxan assemblies incorporating nitrobifuroxan scaffold: En route to new high-performance energetic materials

Chemical Engineering Journal, Journal Year: 2023, Volume and Issue: 470, P. 144144 - 144144

Published: June 24, 2023

Language: Английский

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Taming of 4-azido-3,5-dinitropyrazole based energetic materials

Materials Advances, Journal Year: 2023, Volume and Issue: 5(1), P. 171 - 182

Published: Nov. 1, 2023

Energetic and physicochemical properties of 4-azido-3,5-dinitropyrazole based energetic compounds were fine-tuned by connecting it to 5-nitramino-1,2,4-oxadiazole moieties via N -methylene- C bridges salt formation strategy.

Language: Английский

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Energetic 1,2,4-oxadiazoles: synthesis and properties

Russian Chemical Reviews, Journal Year: 2024, Volume and Issue: 93(2), P. RCR5109 - RCR5109

Published: Jan. 16, 2024

The study of high-energy materials based on poly nitrogen- and nitrogen-oxygen-containing heterocycles is one the most important relevant modern interdisciplinary research areas at intersection organic physical chemistry science. Among such heterocycles, 1,2,4-oxadiazole ring a rather interesting building block for synthesis new energetic compounds. Although 1,2,4-oxadiazoles has been developed more than 100 years, these have only recently become known are currently "hot spots" in this field This review systematizes published methods features reactivity 1,2,4-oxadiazole-based Mono- bis(1,2,4-oxadiazoles) as well structures containing other azoles pyrazole, 1,2,5-oxadiazole, 1,3,4-oxadiazole, 1,2,3-triazole, 1,2,4-triazole tetrazole considered. For series structurally similar compounds, their physicochemical properties summarized factors affecting particular parameter discussed.<br> Bibliography — 123 references.

Language: Английский

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Synthesis and Characteristics of 1,2,4,5-Tetrazines for Using as High Energy Density Materials (HEDMs)

Applied Sciences, Journal Year: 2025, Volume and Issue: 15(2), P. 821 - 821

Published: Jan. 15, 2025

Nitrogen-rich heterocycles constitute a family of high energy density materials (HEDMs) that have been developing intensively in recent years. A representative this class is 1,2,4,5-tetrazine, six-membered aromatic compound containing four nitrogen atoms the ring. Many energetic compounds with scaffold exhibit thermal stability, density, and insensitivity to various stimuli, including friction, impact, electrostatic discharge. This review presents methods for constructing 1,2,4,5-tetrazine precursors from acyclic reagents describes their chemical modifications, leading new potential applications industry as explosives, propellants, or pyrotechnics. Synthetic procedures reaction conditions are discussed, along detonation parameters nitrogen-rich tetrazine-based products, which allow estimation application potential.

Language: Английский

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Catalytic effects of substituents in amino and guanidino derivatives of azolo-annelated and 3,6-disubstituted 1,2,4,5-tetrazines

Energetic Materials Frontiers, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 1, 2025

Language: Английский

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Tetrazine-based metal-organic frameworks

Coordination Chemistry Reviews, Journal Year: 2023, Volume and Issue: 499, P. 215501 - 215501

Published: Nov. 1, 2023

Language: Английский

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Preparation of 3‐Bromo‐1,2,4,5‐tetrazine

Helvetica Chimica Acta, Journal Year: 2023, Volume and Issue: 106(4)

Published: Jan. 31, 2023

Abstract In this synthetic procedure, a seven‐step protocol for the preparation of monosubstituted 3‐bromo‐1,2,4,5‐tetrazine is presented. The procedure features efficient transformations and purification methods starting from commercially readily available materials affords title compound on gram scale with 13 % overall yield in reliable purity (>97 %). Detailed experimental procedures, supported by images additional notes, allow valuable advanced building block, enabling further applications bioconjugation, protein labelling, bio‐orthogonal chemistry, heterocycle syntheses, high energy materials, drug release, among others.

Language: Английский

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Novel energetic salts based on nitrogen-rich fused ring cations: Synthesis, characterization and infrared laser ignition property

FirePhysChem, Journal Year: 2023, Volume and Issue: 3(2), P. 98 - 105

Published: March 14, 2023

In this work, four energetic nitrates, i.e., 4,7-diamino-1H-[1,2,3]triazolo[4,5-d]pyridazin-5-ium nitrate (1), 2,6-diamino-1‑hydroxy-9H-purine-1,7-diium (2), 6-amino-[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-2-ium (3) and 3,6-diamino-[1,2,4]triazolo[4,3-b][1,2,4,5]tetrazin-2-ium (4), were prepared comprehensively characterized. The X-ray diffraction results indicated that compounds 1–4 had different layered structures with the densities in range of 1.616–1.805 g/cm3. highest density value 1.805 g/cm3 was represented compound 2, which higher than most other nitrates. Moreover, good thermal stabilities, decomposition temperatures ranged 165–181 °C, made them have great potential to further develop. calculated detonation velocities pressures these 7678–8925 m/s, 21.96–32.39 GPa, respectively. greatest velocity pressure observed 3. specific impulses 199.8–244.9 m/s. Notably, 1 near infrared laser (λ = 1064 nm) ignition capacity, first example CHNO based performance.

Language: Английский

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Highly energetic N-cyano-substituted CL-20 analogues: challenging the stability limits of polynitro hexaazaisowurtzitanes

Dalton Transactions, Journal Year: 2024, Volume and Issue: 53(13), P. 6100 - 6111

Published: Jan. 1, 2024

Novel energetic cyano derivatives of polynitro hexaazaisowurtzitanes surpass the benchmark CL-20 in energy content, as well frictional and thermal stability.

Language: Английский

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