2-[(4-methoxyphenyl)ethynyl]-1-phenylnaphthalene | 809274-72-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-[(4-methoxyphenyl)ethynyl]-1-phenylnaphthalene
• 英文别名: 2-[2-(4-Methoxyphenyl)ethynyl]-1-phenylnaphthalene
• CAS: 809274-72-4
• 化学式: C₂₅H₁₈O
• 分子量: 334.417
• InChiKey: JRVAVWQYMWVVEN-UHFFFAOYSA-N

物化性质

• 熔点：
  109-111 °C
• 沸点：
  516.6±43.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-[(4-methoxyphenyl)ethynyl]-1-phenylnaphthalene 在 一氯化碘 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以97%的产率得到6-iodo-5-(4-methoxyphenyl)benzo[c]phenanthrene
  参考文献：
  名称：

  Synthesis of Fused Polycycles by 1,4-Palladium Migration Chemistry

  摘要：

  Novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.

  DOI：

  10.1021/jo048788h
• 作为产物：
  描述：

  3,4-二氢-1-苯基萘 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 碘 、 silver trifluoromethanesulfonate 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 2-[(4-methoxyphenyl)ethynyl]-1-phenylnaphthalene
  参考文献：
  名称：

  Synthesis of Fused Polycycles by 1,4-Palladium Migration Chemistry

  摘要：

  Novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.

  DOI：

  10.1021/jo048788h

文献信息

• Synthesis of Fused Polycycles by 1,4-Palladium Migration Chemistry
  作者：Qinhua Huang、Marino A. Campo、Tuanli Yao、Qingping Tian、Richard C. Larock

  DOI：10.1021/jo048788h

  日期：2004.11.1

  Novel palladium migration/arylation methodology for the synthesis of complex fused polycycles has been developed, in which one or more sequential Pd-catalyzed intramolecular migration processes involving C-H activation are employed. The chemistry works best with electron-rich aromatics, which is in agreement with the idea that these palladium-catalyzed C-H activation reactions parallel electrophilic aromatic substitution.
• Synthesis of Polycyclic Aromatics and Heteroaromatics via Electrophilic Cyclization
  作者：Tuanli Yao、Marino A. Campo、Richard C. Larock

  DOI：10.1021/jo050104y

  日期：2005.4.1

  A variety of substituted polycyclic aromatics are readily prepared in good to excellent yields under very mild reaction conditions by the reaction of 2-(1-alkynyl)biphenyls with ICl, I-2, NBS, and p-O2NC6H4SCl. This methodology readily accommodates various functional groups and has been successfully extended to systems containing a variety of polycyclic and heterocyclic rings.