1,11-Diphenylundecane-1,11-dione | 179026-90-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,11-Diphenylundecane-1,11-dione
• CAS: 179026-90-5
• 化学式: C₂₃H₂₈O₂
• 分子量: 336.474
• InChiKey: VNTCLENFVSVECD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.39
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,11-Diphenylundecane-1,11-dione 在 氢氧化钾 、 三氯化铝 、 肼 作用下， 以 乙二醇 为溶剂， 反应 20.5h， 生成 Methyl 6-[4-[11-[4-(6-methoxy-6-oxohexanoyl)phenyl]undecyl]phenyl]-6-oxohexanoate
  参考文献：
  名称：

  Conformational study of the higher [n.n]paracylophanes: evaluation as potential hosts for molecular halogens and benzenes

  摘要：

  A fundamental study of the conformations of [7.7]-, [8.8]-, [9.9]-, [11.11]- and octamethyl[8.8]-paracyclophanes in the solid state shows that the [odd,odd] members of the series possess parallel, symmetrically disposed benzene rings. A new genre of inclusion phenomenon based on donor-halogen EDA interactions is also defined and the potential of cyclophanes to act as hosts both in this capacity and to benzenes is discussed.

  DOI：

  10.1039/p19960001141
• 作为产物：
  描述：

  十一烷二酸 在 三氯化铝 、 氯化亚砜 作用下， 反应 2.0h， 生成 1,11-Diphenylundecane-1,11-dione
  参考文献：
  名称：

  Conformational study of the higher [n.n]paracylophanes: evaluation as potential hosts for molecular halogens and benzenes

  摘要：

  A fundamental study of the conformations of [7.7]-, [8.8]-, [9.9]-, [11.11]- and octamethyl[8.8]-paracyclophanes in the solid state shows that the [odd,odd] members of the series possess parallel, symmetrically disposed benzene rings. A new genre of inclusion phenomenon based on donor-halogen EDA interactions is also defined and the potential of cyclophanes to act as hosts both in this capacity and to benzenes is discussed.

  DOI：

  10.1039/p19960001141

文献信息

• Synthesis of Diketones and ω-Hydroxy Ketones from Methyl Ketones and α,ω-Diols by an [IrCl(cod)]₂/PPh₃/KOH System
  作者：Kensaku Maeda、Yasushi Obora、Satoshi Sakaguchi、Yasutaka Ishii

  DOI：10.1246/bcsj.81.689

  日期：2008.6.15

  ω-Hydroxy ketones and diketones, which are important starting materials for the synthesis of cycloalkanones and heterocyclic compounds, were prepared by the one-step reaction of methyl ketones with α,ω-diols under the influence of an iridium complex and a base. The selectivity of ω-hydroxy ketones and diketones could be controlled by varying the starting ratio of methyl ketones to α,ω-diols. For example, reaction using acetophenone (5 equiv) with respect to 1,6-hexanediol (1 equiv) in the presence of [IrCl(cod)]2, PPh3, and KOH without solvent gave 1,10-diphenyl-1,10-decanedione in almost quantitative yield, while reaction using acetophenone (1 equiv) to 1,6-hexanediol (4 equiv) led to 8-hydroxy-1-phenyl-1-octanone in 92% yield. This methodology was successfully extended to the reaction of arylacetonitriles with α,ω-diols leading to diaryldinitriles.

  ω-羟基酮和二酮是一类重要的起始材料，用于合成环烷酮和杂环化合物。通过在铱配合物和碱的作用下，甲基酮与α,ω-二醇一步反应制备得到了这些化合物。通过改变甲基酮与α,ω-二醇的起始摩尔比，可以控制ω-羟基酮和二酮的选择性。例如，在没有溶剂的情况下，使用乙酰苯（5 equiv）相对于1,6-己二醇（1 equiv），在[IrCl(cod)]2、PPh3和KOH的存在下反应，几乎定量地得到了1,10-二苯基-1,10-癸二酮，而使用乙酰苯（1 equiv）与1,6-己二醇（4 equiv）反应，则以92%的收率得到了8-羟基-1-苯基-1-辛酮。这一方法还被成功地扩展到芳基乙腈与α,ω-二醇的反应，产生了二芳基二腈。
• Conformational study of the higher [n.n]paracylophanes: evaluation as potential hosts for molecular halogens and benzenes
  作者：Mark Mascal、Jean-Luc Kerdelhué、Andrei S. Batsanov、Michael J. Begley

  DOI：10.1039/p19960001141

  日期：——

  A fundamental study of the conformations of [7.7]-, [8.8]-, [9.9]-, [11.11]- and octamethyl[8.8]-paracyclophanes in the solid state shows that the [odd,odd] members of the series possess parallel, symmetrically disposed benzene rings. A new genre of inclusion phenomenon based on donor-halogen EDA interactions is also defined and the potential of cyclophanes to act as hosts both in this capacity and to benzenes is discussed.