4-Hydroxy-1,1′-bis[(S)-1-phenylethyl]-5,5′,6,6′-tetrahydro-3,4′-bipyridine-2,2′(1H,1′H)-dione
نویسندگان
چکیده
The title bis-piperidine, C26H28N2O3, was unexpectedly obtained via a dimerization mechanism promoted by acetic acid when performing the Dieckmann cyclization of a chiral amido ester. The S,S configuration was assigned by reference to the enanti-omerically pure starting material. In the mol-ecule, two core heterocycles are linked by a σ bond. One ring includes a keto-enol group, while the other presents an enone functionality. Both rings present a conformation inter-mediate between envelope and screw-boat, and the dihedral angle between the mean planes passing through the rings [48.9 (1)°] is large enough to avoid hindrance between ring substituents. The enol tautomeric form in one ring favors the formation of strong inter-molecular O-H⋯O=C hydrogen bonds. The resulting one-dimensional supra-molecular structure features single-stranded helices running along the 21 screw axis parallel to [100].
منابع مشابه
6,6′-Diamino-1,1′,3,3′-tetramethyl-5,5′-(4-chlorobenzylidene)bis[pyrimidine-2,4(1H,3H)-dione]
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