1,7-dibromo-6,6,12,12-tetrachlorotricyclo[9.1.0.0^5,7]dodecane

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 有机氯化物
• 英文名称: 1,7-dibromo-6,6,12,12-tetrachlorotricyclo[9.1.0.0^5,7]dodecane
• 英文别名: (1S,5R,7S,11R)-1,7-dibromo-6,6,12,12-tetrachlorotricyclo[9.1.0.05,7]dodecane
• 化学式: C₁₂H₁₄Br₂Cl₄
• 分子量: 459.863
• InChiKey: XXJSLDASYMOKKY-XKNYDFJKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1,6-cyclodecadiyne 、 sodium trichloroacetate 在 N-溴代丁二酰亚胺(NBS) 、 Schwartz's reagent 作用下， 生成 1,5-dibromo-6,6,12,12-tetrachlorotricyclo[9.1.0.0^5,7]dodecane 、 1,5-dibromo-6,6,12,12-tetrachlorotricyclo[9.1.0.0^5,7]dodecane 、 1,7-dibromo-6,6,12,12-tetrachlorotricyclo[9.1.0.0^5,7]dodecane 、 1,7-dibromo-6,6,12,12-tetrachlorotricyclo[9.1.0.0^5,7]dodecane
  参考文献：
  名称：

  Doubly Bridged Biscyclopropenones, a New Family of Phanes

  摘要：

  The first representatives, 10-12, of the new species of double-decked cyclopropenonophanes were synthesized by cycloaddition reactions of dichlorocarbene to alkynylenecyclopropenonophanes 7-9 followed by hydrolysis as well as in an alternative route involving hydride abstraction from dichlorotricycloalkadienes 16 and 17 to dichlorocyclopropenyliophanes and in situ hydrolysis of the latter. The X-ray analysis of [3.3]cyclopropenonophane 10 reveals a considerable tetragonalization of the bridgehead carbon atoms, indicating a significant deformation of the cyclopropenone moieties in the phane corset, According to ab initio calculations, the it orbitals of the cyclopropenones display transannular interactions of nearly the same scale as found in 7.

  DOI：

  10.1021/jo9515539

文献信息

• Doubly Bridged Biscyclopropenones, a New Family of Phanes
  作者：Rolf Gleiter、Martin Merger、Annegret Altreuther、Hermann Irngartinger

  DOI：10.1021/jo9515539

  日期：1996.1.1

  The first representatives, 10-12, of the new species of double-decked cyclopropenonophanes were synthesized by cycloaddition reactions of dichlorocarbene to alkynylenecyclopropenonophanes 7-9 followed by hydrolysis as well as in an alternative route involving hydride abstraction from dichlorotricycloalkadienes 16 and 17 to dichlorocyclopropenyliophanes and in situ hydrolysis of the latter. The X-ray analysis of [3.3]cyclopropenonophane 10 reveals a considerable tetragonalization of the bridgehead carbon atoms, indicating a significant deformation of the cyclopropenone moieties in the phane corset, According to ab initio calculations, the it orbitals of the cyclopropenones display transannular interactions of nearly the same scale as found in 7.