Direct observation and characterisation of 3-azido-2H-azirines: postulated, but highly elusive intermediates
Direct observation and characterisation of 3-azido-2H-azirines: postulated, but highly elusive intermediates
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DOI：
10.1039/c6qo00625f
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发表时间：
2017-02
影响因子：
5.4
通讯作者：
K. Weigand;Neeraj Singh;M. Hagedorn;K. Banert
中科院分区：
文献类型：
--
作者：
K. Weigand;Neeraj Singh;M. Hagedorn;K. Banert
首次成功合成了一类未知的化合物，3-叠氮基-2H-氮丙啶，其在相应的 1,1-二叠氮乙烯的热解中作为高反应性中间体被涉及。这些难以捉摸的杂环已通过低温核磁共振和原位红外光谱进行检测和表征。即使是母体化合物 3-azido-2H-azirine，也通过 1,1-二叠氮乙烯的低温光解观察到，它是一种高活性物质，在 -40 °C 下半衰期仅为 12 分钟。
For the first time, successful synthesis of an unknown class of compounds, 3-azido-2H-azirines, which are implicated as highly reactive intermediates in the thermolysis of the corresponding 1,1-diazidoethenes, has been performed. These elusive heterocycles have been detected and characterised by low-temperature NMR and in situ IR spectroscopy. Even the parent compound, 3-azido-2H-azirine, has been observed via low-temperature photolysis of 1,1-diazidoethene, as a highly reactive species with a half-life period of only 12 min at −40 °C.