E-Diazocine in Chemical Education: Synthesis, Structure, Photochromism and 
Thermal Stability

Krämer, René; Nöthling, Nils; Lehmann, Christian W.; Mohr, Fabian; Tausch, Michael W.

doi:10.1002/cptc.201700124

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E-Diazocine in Chemical Education: Synthesis, Structure, Photochromism and Thermal Stability

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Nöthling, Nils
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Lehmann, Christian W.
Service Department Lehmann (EMR), Max-Planck-Institut für Kohlenforschung, Max Planck Society;

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Citation

Krämer, R., Nöthling, N., Lehmann, C. W., Mohr, F., & Tausch, M. W. (2018). E-Diazocine in Chemical Education: Synthesis, Structure, Photochromism and Thermal Stability. ChemPhotoChem, 2(1), 6-11. doi:10.1002/cptc.201700124.

Cite as: https://hdl.handle.net/21.11116/0000-0001-2BE1-1

Abstract

Z‐diazocine, synthesized as described by Tellkamp^[1], has been photochemically converted into E‐diazocine by irradiation of its solution at λ=365 nm. After purification, single crystals of E‐diazocine were obtained by recrystallization at −18 °C from n‐pentane. The title compound was characterized by NMR spectroscopy and X‐ray crystallography. For its thermal isomerization into the more stable Z‐isomer, the thermal half‐life was determined by UV/Vis absorption studies. Furthermore, the photochemical behaviour of the compound in the solid state has been investigated.