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Solid-phase Synthesis of [4.4] Spirocyclic Oximes
Published on: February 6, 2019
Ring-fused hexahydro-1,2,4,5-tetrazines: synthesis, structure, and mechanistic studies on isolable rotational isomers
Yasunori Toda1, Airi Kooguchi1, Kimiya Sukegawa1
1Department of Materials Chemistry, Faculty of Engineering, Shinshu University, 4-17-1, Wakasato, Nagano, 380-8553, Japan.
Abstract:
We designed conformationally stable rotational isomers around the C(sp2)-C(sp3) axis at the C3-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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