Acta Chimica Sinica ›› 2003, Vol. 61 ›› Issue (3): 399-405. Previous Articles     Next Articles

Original Articles

α,α'-顺式二取代环十二酮的构象

王明安;马祖超;王道全   

  1. 中国农业大学应用化学学院
  • 发布日期:2003-03-15

Conformation of α,α'-cis-Bissubstituted Cyclododecanones

Wang Mingan;Ma Zuchao;Wang Daoquan   

  1. College of Applied Chemistry,China Agricultural University
  • Published:2003-03-15

The confonnation of α,α'-cis-bissubstituted Cyclododecanones has been studied by means of molecular dynamics computations, 'H NMR, 13C NMR and X-ray diffraction analysis. The results indicate that the ring skeleton of their preferred confonnation is still [3333]-2-one confonnation. Both in crystal and solution, the preferred confonnation of α,α'-cis-bissubstituted Cyclododecanones is α-corner-syn-,α'- side-eso-bissubstituted [3333]-2-one conformation. In solution, the α, α'-cis-bissubstituted Cyclododecanones with the same substituted groups may adopt two conformations, which are mirror image to each other and exist in a dynamic equilibrium, while the α,α'-cis- bissubstituted Cyclododecanones with the different substituted groups may adopt two different [ 3333 ]-2-one conformations: one with the bigger group present in the a-side-exo position, and the other with the bigger group present in the a -corner- syn position, which also exist in a dynamic equilibrium and the former is much more preferred.

Key words: cyclododecanone, CONFORMATION, MOLECULAR MECHANICS, XRD, 1HNMR, C13NMR

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