Synthesis and Structural Characteristics of Two Novel Bicyclododecyl Derivatives
2‐(2′‐Oxo‐3′‐oximidocyclododecyl) cyclododecanone (1) and 2‐(1′‐hydroxylcyclododecyl) cyclododecanone (2) were synthesized and characterized. The conformation analysis was carried out based on the NMR, molecular mechanics calculation and X‐ray diffraction. The conformation of two cyclododecyl moieti...
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Veröffentlicht in: | Chinese journal of chemistry 2006-02, Vol.24 (2), p.205-209 |
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Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | 2‐(2′‐Oxo‐3′‐oximidocyclododecyl) cyclododecanone (1) and 2‐(1′‐hydroxylcyclododecyl) cyclododecanone (2) were synthesized and characterized. The conformation analysis was carried out based on the NMR, molecular mechanics calculation and X‐ray diffraction. The conformation of two cyclododecyl moieties of both 1 and 2 was found to be the [3333]‐2‐one or [3333] square conformation both in the crystal state and the solution. The dihedral angle between carbonyl and the oxime double bond of the ring B is 180° in the crystal of 1. The protons or hydroxyl group of carbon atoms to link the two cyclododecyl moieties of 1 and 2 constitute dihedral angles of 174° in the crystal, and 175° in the solution, and the CC σ bond between two cyclododecyl moieties can not freely rotate in the solid state and the solution. In addition, compound 2 was the first example of α‐corner‐anti‐monosubstituted cyclododecanone. |
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ISSN: | 1001-604X 1614-7065 |
DOI: | 10.1002/cjoc.200690039 |