Drabkin Vladimir D, Paczelt Viktor, Eckhardt André K
Lehrstuhl für Organische Chemie II, Ruhr-Universität Bochum, Bochum 44801, Germany.
Chem Commun (Camb). 2023 Oct 24;59(85):12715-12718. doi: 10.1039/d3cc04192a.
Imines play a fundamental role in organic synthesis and some of them have been detected in space. However, the simplest imines are spectroscopically not well-characterized. Herein we present the infrared and UV/Vis spectroscopic characterization of 2-iminoacetaldehyde using cryogenic matrix isolation techniques. After UV irradiation of 2-azidoacetaldehyde in solid argon at 3 K we identified two conformers of 2-iminoacetaldehyde, which can be photochemically interconverted. Deuterium labelling experiments and high level coupled cluster calculations at the CCSD(T)/CBS level of theory provide further evidence for the formation of 2-iminoacetaldehyde.
亚胺在有机合成中起着基础性作用，并且其中一些已在太空中被检测到。然而，最简单的亚胺在光谱学上尚未得到很好的表征。在此，我们利用低温基质隔离技术展示了2-亚氨基乙醛的红外和紫外/可见光谱表征。在3K的固态氩中对2-叠氮基乙醛进行紫外辐照后，我们鉴定出了2-亚氨基乙醛的两种构象体，它们可通过光化学相互转化。氘标记实验以及在CCSD(T)/CBS理论水平上的高水平耦合簇计算为2-亚氨基乙醛的形成提供了进一步的证据。
