[1-(2-Acetyloxy-3-iodonaphthalen-1-yl)-3-iodonaphthalen-2-yl] acetate | 680588-07-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: [1-(2-Acetyloxy-3-iodonaphthalen-1-yl)-3-iodonaphthalen-2-yl] acetate
• CAS: 680588-07-2
• 化学式: C₂₄H₁₆I₂O₄
• 分子量: 622.198
• InChiKey: PCYPPENFUDDDID-UHFFFAOYSA-N

物化性质

• 沸点：
  635.7±55.0 °C(Predicted)
• 密度：
  1.817±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  [1-(2-Acetyloxy-3-iodonaphthalen-1-yl)-3-iodonaphthalen-2-yl] acetate 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium hydroxide 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 、 苯 为溶剂， 反应 49.0h， 生成 3,3'-diethynyl-2,2'-dihydroxy-1,1'-binaphthalene
  参考文献：
  名称：

  Chiral Metallacyclophanes:  Self-Assembly, Characterization, and Application in Asymmetric Catalysis

  摘要：

  A family of chiral metallacyclophanes has been readily assembled based on robust Pt-acetylide linkage and characterized by a variety of spectroscopic techniques and X-ray crystallography. The steric congestion around the chiral dihydroxy groups in rigid metallacyclophane 4 prevents their reactions with Ti((OPr)-Pr-i)(4) to form active catalysts for enantioselective diethylzinc additions to aromatic aldehydes. In contrast, chiral dihydroxy groups in more flexible unclosed metallacyclophane 5 are effective ligands for enantioselective catalytic diethylzinc additions to aromatic aldehydes.

  DOI：

  10.1021/ol036111v
• 作为产物：
  描述：

  3-碘-1-(3-碘-2-甲氧基萘-1-基)-2-甲氧基萘 在 吡啶 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 生成 [1-(2-Acetyloxy-3-iodonaphthalen-1-yl)-3-iodonaphthalen-2-yl] acetate
  参考文献：
  名称：

  Chiral Metallacyclophanes:  Self-Assembly, Characterization, and Application in Asymmetric Catalysis

  摘要：

  A family of chiral metallacyclophanes has been readily assembled based on robust Pt-acetylide linkage and characterized by a variety of spectroscopic techniques and X-ray crystallography. The steric congestion around the chiral dihydroxy groups in rigid metallacyclophane 4 prevents their reactions with Ti((OPr)-Pr-i)(4) to form active catalysts for enantioselective diethylzinc additions to aromatic aldehydes. In contrast, chiral dihydroxy groups in more flexible unclosed metallacyclophane 5 are effective ligands for enantioselective catalytic diethylzinc additions to aromatic aldehydes.

  DOI：

  10.1021/ol036111v