(E)-dibenzo[d,h][1,3]dioxonine | 675843-72-8

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: (E)-dibenzo[d,h][1,3]dioxonine
• CAS: 675843-72-8
• 化学式: C₁₅H₁₂O₂
• 分子量: 224.259
• InChiKey: QYHHUTWXWHSENQ-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.59
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  18.46
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  水杨醛 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 (E)-dibenzo[d,h][1,3]dioxonine
  参考文献：
  名称：

  Synthesis, physico-chemical, structure and supramolecular properties of pinacolophanes: versatile synthetic precursors to stilbenophanes

  摘要：

  Novel pinacolophanes tethered by methyl and ethyl chains were synthesised and characterised. The stereochemistry of these small-sized cyclophanes was determined by NMR spectral data as well as by single-crystal X-ray analysis. Intramolecular hydrogen bondings in the crystal structure of the molecules play an important role in holding their configuration, while the intermolecular hydrogen bondings lead to a designed arrangement of the molecules. The stereoselective transformation of pinacolophanes to stilbenophanes in improved yield is also reported.

  DOI：

  10.1080/10610278.2010.544954

文献信息

• Cup-shaped <i>E</i>,<i>E</i>-stilbenophane: synthesis, crystal structure and supramolecular chemistry
  作者：Hossein Reza Darabi、Abbas Darestani Farahani、Mohammad Hashemi Karouei、Kioumars Aghapoor、Rohoullah Firouzi、Rainer Herges、Ali Reza Mohebbi、Christian Näther

  DOI：10.1080/10610278.2012.678359

  日期：2012.9.1

  A new E, E-stilbenophane was synthesised and characterised. The crystal structure of this cyclophane shows that this molecule has a cup-shaped structure, which hosts a phenyl ring of neighbouring molecule as guest in its cavity with a pi-pi distance of about 3.7 angstrom. Moreover, the NMR spectra and theoretical analysis (gauge-independent atomic orbitals (GIAO) and quantum theory of atoms in molecules (QTAIM)) suggest that the silver recognition by E, E-stilbenophane host molecules is based on cation-pi interactions in which the pi-electrons of the double bonds play a major role.