Heterocyclic Nitrilimines and Their Use in the Synthesis of Complex High-Nitrogen Materials

被引：20

作者：

Gettings, Matthew L. ^{[1
,2
,3
]}

Finch, Sarah E. Davis ^{[4
]}

Sethia, Ashank ^{[5
]}

Byrd, Edward F. C. ^{[6
]}

Zeller, Matthias ^{[7
]}

Piercey, Davin G. ^{[1
,2
,4
]}

机构：

[1] Purdue Univ, Dept Mat Engn, W Lafayette, IN 47906 USA

[2] Purdue Univ, Purdue Energet Res Ctr, W Lafayette, IN 47906 USA

[3] US Mil Acad, Dept Chem & Life Sci, West Point, NY 10996 USA

[4] Purdue Univ, Dept Mech Engn, W Lafayette, IN 47906 USA

[5] Purdue Univ, Coll Engn, Purdue Energet Res Ctr, W Lafayette, IN 47906 USA

[6] CCDC US Army Res Lab, Detonat Sci & Modeling Branch, Aberdeen Proving Ground, MD 21005 USA

[7] Purdue Univ, Dept Chem, W Lafayette, IN 47907 USA

来源：

INORGANIC CHEMISTRY | 2021年 / 60卷 / 11期

基金：

美国国家科学基金会;

关键词：

CYCLOADDITION; TETRAZOLES;

D O I：

10.1021/acs.inorgchem.1c00469

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

We show the ability of a nitrilimine prepared from 3-amino-5-nitro-1,2,4-triazole to undergo various cyclization and rearrangement reactions, giving a beautiful diversity of nitrogen-rich heterocyclic products. This chemistry includes the first cyclization of a nitrilimine with a diazonium species, giving a tetrazole, a previously unknown transformation, as well as leading to the creation of several new energetic materials with backbones not available by traditional techniques. New materials prepared were characterized both chemically (multinuclear NMR, IR, mass spectrometry, and elemental analysis) and energetically, with sensitivities and performances reported.

引用

页码：7607 / 7611

页数：5

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