Organic azides are universally important in many areas of chemistry, particularly in organic synthesis. The availability of these azides often depends on specific transfer reagents and reaction conditions, or only work with certain substrates. Customizable transfer reagents offer a safe and direct pathway to desired compounds, thereby increasing the availability of N-alkyl-azides. In an effort to streamline the synthesis and broaden the scope of N-azidoethyl-containing molecules, three different versatile azidoethyl transfer reagents were synthesized and a uniform reaction protocol with azoles as substrates, including imidazole, pyrazole, 1,2,3-triazole, 1,2,4-triazole, and tetrazole was established. The resulting azidoethyl-azoles were further used as ligands for energetic coordination compounds in an effort to create new lead-free primary explosives. A comprehensive characterization of the transfer reagents, the azidoethyl-containing products, and energetic coordination compounds was conducted using multinuclear nuclear magnetic resonance (NMR), elemental analysis, mass spectrometry, and infrared spectroscopy (IR). Furthermore, their thermal stability and sensitivity toward friction and impact were determined as well as the detonation properties were calculated by using the EXPLO5 code.

中文翻译：

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N-叠氮乙基唑在高度协调的反应条件下通过 N-烷基化：作为能量配位化合物的合成、表征和络合


有机叠氮化物在化学的许多领域中普遍重要，特别是在有机合成中。这些叠氮化物的可用性通常取决于特定的转移试剂和反应条件，或者仅适用于某些底物。可定制的转移试剂为所需化合物提供了安全、直接的途径，从而提高了 N-烷基叠氮化物的可用性。为了简化合成并拓宽含 N-叠氮乙基分子的范围，合成了三种不同的多功能叠氮乙基转移试剂，并以唑类为底物（包括咪唑、吡唑、1,2,3-三唑、建立了1,2,4-三唑和四唑。所得的叠氮乙基唑进一步用作高能配位化合物的配体，以努力创造新的无铅起爆炸药。使用多核核磁共振（NMR）、元素分析、质谱和红外光谱（IR）对转移试剂、含叠氮乙基产物和高能配位化合物进行了全面表征。此外，还确定了它们的热稳定性以及对摩擦和冲击的敏感性，并使用 EXPLO5 代码计算了爆炸特性。