Direct observation and characterisation of 3-azido-2H-azirines: postulated, but highly elusive intermediates
| Autor: | Klaus Banert, Kevin Weigand, Manfred Hagedorn, Neeraj Singh |
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| Rok vydání: | 2017 |
| Předmět: |
In situ
010405 organic chemistry Chemistry Stereochemistry Organic Chemistry Reactive intermediate Thermal decomposition Photodissociation azides cycloaddition reactions heterocyclic compounds IR spectroscopy NMR spectroscopy photochemistry ring strain short-lived intermediates Direct observation Infrared spectroscopy Azide Heterocyclische Verbindungen Infrarotspektroskopie NMR-Spektroskopie Fotochemie Ringspannung 010402 general chemistry 01 natural sciences 0104 chemical sciences Azide Cycloadditionsreaktionen heterocyclische Verbindungen Infrarot-Spektroskopie Kernmagnetische Resonanzspektroskopie kurzlebige Intermediate Photochemie Ringspannung ddc:547 |
| Zdroj: | Org. Chem. Front., 2017,4, 191-195 |
| ISSN: | 2052-4129 |
| DOI: | 10.1039/c6qo00625f |
| Popis: | 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. Dieser Beitrag ist aufgrund einer (DFG-geförderten) Allianz- bzw. Nationallizenz frei zugänglich. |
| Databáze: | OpenAIRE |
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