1,3,5-Tris[(2H-tetrazol-5-yl)methyl]isocyanurate and Its Tricationic Salts as Thermostable and Insensitive Energetic Materials DOI
Parasar Kumar, Vikas D. Ghule, Srinivas Dharavath

и другие.

Organic Letters, Год журнала: 2022, Номер 24(19), С. 3555 - 3559

Опубликована: Май 6, 2022

Various energetic salts (3a-f) were obtained from 1,3,5-tris[(2H-tetrazol-5-yl)methyl]isocyanurate (3), while N2,N4,N6-tri(1H-tetrazol-5-yl)-1,3,5-triazine-2,4,6-triamine (5) and N,N'-{6-[(1H-tetrazol-5-yl)amino]-1,3,5-triazine-2,4-diyl}bis[N-(1H-tetrazol-5-yl)nitramide] (6) cyanuric chloride via a simple, efficient two-step synthetic route inexpensive starting materials. Compounds 3a-f 6 show excellent detonation properties (VOD = 7876-8832 m s-1, DP 20.73-30.0 GPa), high nitrogen content (>62%), positive heats of formation (205.2-1888.9 kJ mol-1) with thermostability remarkable insensitivity.

Язык: Английский

Facile synthesis of nitroamino-1,3,4-oxadiazole with azo linkage: a new family of high-performance and biosafe energetic materials DOI
Shreyasi Banik,

Pradeep Kumar,

Vikas D. Ghule

и другие.

Journal of Materials Chemistry A, Год журнала: 2022, Номер 10(42), С. 22803 - 22811

Опубликована: Янв. 1, 2022

Energetic materials serve as remarkable fuel/propellants for space shuttles, and their utility in civil military applications is vast.

Язык: Английский

Процитировано

41

Zwitterionic Energetic Materials: Synthesis, Structural Diversity and Energetic Properties DOI
Prachi Bhatia, Krishna Pandey, Dheeraj Kumar

и другие.

Chemistry - An Asian Journal, Год журнала: 2024, Номер 19(17)

Опубликована: Июнь 10, 2024

Abstract Zwitterionic compounds are an emergent class of energetic materials and have gained synthetic interest many in the recent years. Due to their better packing efficiencies strong inter/intramolecular electrostatic interactions, they often ensue superior properties than salt analogues. A systematic review from perspective design, synthesis, physicochemical evaluation zwitterionic is presented. Depending on parent ring(s) used for synthesis type moieties bearing positive negative charges, different classes materials, such as primary explosives, secondary heat resistant oxidizers, etc., may result. The some also compared with analogous salts. This will encourage readers explore possibility designing new materials.

Язык: Английский

Процитировано

16

A domino reaction from a sensitive azide: the impact of positional isomerism on chemical reactivity featuring ortho azido/nitro substituted derivatives DOI Creative Commons
Vikranth Thaltiri, Jatinder Singh, Richard J. Staples

и другие.

Journal of Materials Chemistry A, Год журнала: 2024, Номер 12(16), С. 9546 - 9551

Опубликована: Янв. 1, 2024

This study highlights for the first time impact of positional isomerism on chemical reactivity which involves a domino reaction, salt formation, cyclization, and nucleophilic substitution.

Язык: Английский

Процитировано

11

Single Step Synthesis of gem-Dinitro Methyl-1,2,4-triazole and Its Hydroxylamine Salt: An Alternative to the FOX-7 and Other Benchmark Explosives DOI
Parasar Kumar, Vikas D. Ghule, Srinivas Dharavath

и другие.

Organic Letters, Год журнала: 2024, Номер 26(22), С. 4788 - 4792

Опубликована: Май 29, 2024

gem-Dinitro methyl based high-energy-density material 5-(dinitromethylene)-4,5-dihydro-1H-1,2,4-triazole (2) and its hydroxylamine salt (4) were synthesized for the first time in a single step characterized. Further, structure of 2 was confirmed by single-crystal X-ray diffraction (SCXRD) studies. Interestengly, both compounds show excellent density (> 1.83 g cm-3), detonation velocity 8700 m s–1), pressure 30 GPa) are insensitive toward mechanical stimuli such as impact friction sensitivity. Considering their synthetic fesibility balanced energetic performance, 4 future prospects potential next-generation materials replacenent many presently used benchmark high energy RDX, FOX-7 highly H-FOX.

Язык: Английский

Процитировано

11

Preparation of novel heat-resistant and insensitive fused ring energetic materials DOI

Teng Zhu,

Caijin Lei,

Chengchuang Li

и другие.

Journal of Materials Chemistry A, Год журнала: 2024, Номер unknown

Опубликована: Янв. 1, 2024

Compared with traditional polycyclic-based heterocyclic energetic compounds, the synthesis of fused ring compounds is more challenging since only a few substrates meet structural requirements for cyclization reaction.

Язык: Английский

Процитировано

10

Construction and Modification of Nitrogen-Rich Polycyclic Frameworks: A Promising Fused Tricyclic Host–Guest Energetic Material with Heat Resistance, High Energy, and Low Sensitivity DOI
Congcong Li, Shaoqing Wang,

Shaojia Li

и другие.

ACS Applied Materials & Interfaces, Год журнала: 2024, Номер 16(27), С. 35232 - 35244

Опубликована: Июнь 25, 2024

The construction and modification of novel energetic frameworks to achieve an ideal balance between high energy density good stability are a continuous pursuit for researchers. In this work, fused [5,6,5]-tricyclic framework was utilized as the host encapsulate oxidant molecules first time. A series new pyridazine-based [5,6] [5,6,5] polycyclic nitrogen-rich skeletons their derivatives were designed synthesized. Two strategies, amino oxidation host-guest inclusion, used modify skeleton in only one step. All compounds exhibit comprehensive properties (

Язык: Английский

Процитировано

9

Recent Advances in the Synthesis of Nitrogen Heterocycles Using Arenediazonium Salts as Nitrogen Sources DOI
Jidan Liu,

Jinyuan Jiang,

Liyao Zheng

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2020, Номер 362(22), С. 4876 - 4895

Опубликована: Авг. 4, 2020

Abstract Nitrogen heterocycles are important structural subunits that occur widely in bioactive natural products, pharmaceuticals, agrochemicals, dyes, cosmetics, and functional materials. Considering the importance of these useful compounds modern science, synthesis N‐heterocycles their derivatives has always been a hot topic organic synthesis. Recently, arenediazonium salts which can be easily prepared from inexpensive abundantly available anilines, have used as versatile nitrogen sources field heterocycle synthetic chemistry due to ready availability, rich reactivity, diverse transformations. The aim present review is summarize recent advances using past ten years. Hopefully, it provide practical guidance for readers who interested utilizing building blocks For simplicity clarity, organization this based on number N atoms ring heterocycle. magnified image

Язык: Английский

Процитировано

68

High-energy hydroxytetrazoles: Design, synthesis and performance DOI Creative Commons
Alexander А. Larin, Леонид Л. Ферштат

Energetic Materials Frontiers, Год журнала: 2021, Номер 2(1), С. 3 - 13

Опубликована: Янв. 14, 2021

In recent years, the development of novel advanced high-energy density materials has significantly shifted toward nitrogen-containing heterocyclic derivatives, which demonstrate a great potential for multipurpose application patterns. Among known heterocycles hydroxytetrazole is special importance due to its high nitrogen-oxygen content and possibility serve as anion counterpart form diverse array organic inorganic energetic salts. this review, we summarized main achievements on synthesis performance hydroxytetrazole-based materials. Potential applications presented compounds their environmental compatibility are especially emphasized.

Язык: Английский

Процитировано

55

Energetic compounds based on a new fused triazolo[4,5-d]pyridazine ring: Nitroimino lights up energetic performance DOI
Lu Hu, Richard J. Staples, Jean’ne M. Shreeve

и другие.

Chemical Engineering Journal, Год журнала: 2021, Номер 420, С. 129839 - 129839

Опубликована: Апрель 19, 2021

Язык: Английский

Процитировано

53

NiH-Catalyzed Hydroamination/Cyclization Cascade: Rapid Access to Quinolines DOI
Yang Gao, Simin Yang, Yanping Huo

и другие.

ACS Catalysis, Год журнала: 2021, Номер 11(13), С. 7772 - 7779

Опубликована: Июнь 13, 2021

Despite the significant success of metal-H-catalyzed hydroamination methodologies, considerable limitations still exist in selective alkynes, especially for terminal alkynes. Herein, we develop a highly efficient NiH catalytic system that activates readily available alkynes cascade hydroamination/cyclization reaction with anthranils. This mild, operationally simple protocol is amenable to wide array including and internal, aryl alkyl, electron-deficient electron-rich ones, delivering structurally diverse quinolines useful excellent yields (>80 examples, up 93% yield). The utility this procedure exhibited late-stage functionalization several natural products concise synthesis an antitumor molecule graveolinine triplex DNA intercalator. Preliminary mechanistic experiments suggest alkenylnickel-mediated alkyne intramolecular cyclization/aromatization putative enamine intermediates.

Язык: Английский

Процитировано

53