Energetic Functionalized Azido/Nitro Imidazole Fused 1,2,3,4-Tetrazine

被引：29

作者：

Tang, Yongxing ^{[1
]}

He, Chunlin ^{[1
]}

Yin, Ping ^{[1
]}

Imler, Gregory H. ^{[2
]}

Parrish, Damon A. ^{[2
]}

Shreeve, Jean'ne M. ^{[1
]}

机构：

[1] Univ Idaho, Dept Chem, Moscow, ID 83844 USA

[2] Naval Res Lab, 4555 Overlook Ave, Washington, DC 20375 USA

来源：

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 2018卷 / 19期

关键词：

Energetic materials; Nitrogen heterocycles; Azo coupling reaction; Azido group; Imidazole; NITROGEN; COMPOUND; PERFORMANCE; DERIVATIVES;

D O I：

10.1002/ejoc.201800347

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Despite the high potential of the azo-coupled fused tricyclic 1,2,3,4-tetrazine ring system in energetic materials, there are only very limited examples of such a scaffold. The oxidation of di-N-amino compound 1 with tert-butyl hypochlorite (tBuOCl) gives rise to the unexpected chloro-substituted compound 2, which behaves as a precursor to the structurally attractive diazido/nitro-substituted fused tricyclic 1,2,3,4-tetrazine 3. The structure is well characterized and is supported by single-crystal X-ray diffraction. Compound 3 was found to be a highly energetic and sensitive explosive.

引用

页码：2273 / 2276

页数：4

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