Ring-fused hexahydro-1,2,4,5-tetrazines: synthesis, structure, and mechanistic studies on isolable rotational isomers.

Chem Commun (Camb)

Department of Materials Chemistry, Faculty of Engineering, Shinshu University, 4-17-1, Wakasato, Nagano, 380-8553, Japan.

Published: January 2023

We designed conformationally stable rotational isomers around the C(sp)-C(sp) axis at the C-position of hexahydro-1,2,4,5-tetrazines. Isolation of each rotamer by silica gel column chromatography was successfully achieved at room temperature. The proposed isomerization mechanism of the rotamers was supported by NMR kinetic studies.

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http://dx.doi.org/10.1039/d2cc06170hDOI Listing

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