5-[2-[3-[2-[3,5-Bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-4-(2-phenylethynyl)phenyl]ethynyl]-5-ethynylphenyl]ethynyl]-1,3-bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-2-(2-phenylethynyl)benzene | 1404169-60-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 5-[2-[3-[2-[3,5-Bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-4-(2-phenylethynyl)phenyl]ethynyl]-5-ethynylphenyl]ethynyl]-1,3-bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-2-(2-phenylethynyl)benzene
• 英文别名: 5-[2-[3-[2-[3,5-bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-4-(2-phenylethynyl)phenyl]ethynyl]-5-ethynylphenyl]ethynyl]-1,3-bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-2-(2-phenylethynyl)benzene
• CAS: 1404169-60-3
• 化学式: C₁₀₈H₉₄O₄
• 分子量: 1455.93
• InChiKey: OSCPIVQTERGIKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  29.3
• 重原子数：
  112
• 可旋转键数：
  29
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[2,6-Bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-4-iodophenyl]ethynyl-tert-butyl-dimethylsilane 、 5-[2-[3-[2-[3,5-Bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-4-(2-phenylethynyl)phenyl]ethynyl]-5-ethynylphenyl]ethynyl]-1,3-bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-2-(2-phenylethynyl)benzene 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以74%的产率得到2-[4-[2-[3,5-Bis[2-[3,5-bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-4-(2-phenylethynyl)phenyl]ethynyl]phenyl]ethynyl]-2,6-bis[4-[(4-tert-butylphenyl)methoxy]phenyl]phenyl]ethynyl-tert-butyl-dimethylsilane
  参考文献：
  名称：

  Construction of Snowflake-Shaped Dendritic Covalent Assemblies with Rigid Conjugated Networks

  摘要：

  A convergent method for the construction of shape-persistent nanoscale assemblies with conjugated backbones was developed. The copper-free Sonogashira coupling reaction was successfully applied to the formation of multiple covalent connections between conjugated terminals (iodide substituted aryl groups) of AB(2)-type outer components and four conjugated terminals (acetylenic bonds) of an inner A(4)-type core dendrimer. The conjugated networks in the starting components are expanded during the assembly process to afford nanoscale dendritic conjugated networks of the type A(4)(AB(2))(4), which have a porphyrin core, and longer (3.9 or 4.5 nm) and shorter (1.6 nm) conjugated chains. Fluorescence measurements revealed that singlet energy is effectively transferred in the assemblies from peripheral benzyl ether units and conjugated chains to the free base porphyrin core.

  DOI：

  10.1021/jo3014512
• 作为产物：
  描述：

  4-[3,5-Bis[2-[3,5-bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-4-(2-phenylethynyl)phenyl]ethynyl]phenyl]-2-methylbut-3-yn-2-ol 在 sodium hydroxide 作用下， 以 甲苯 为溶剂， 以91%的产率得到5-[2-[3-[2-[3,5-Bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-4-(2-phenylethynyl)phenyl]ethynyl]-5-ethynylphenyl]ethynyl]-1,3-bis[4-[(4-tert-butylphenyl)methoxy]phenyl]-2-(2-phenylethynyl)benzene
  参考文献：
  名称：

  Construction of Snowflake-Shaped Dendritic Covalent Assemblies with Rigid Conjugated Networks

  摘要：

  A convergent method for the construction of shape-persistent nanoscale assemblies with conjugated backbones was developed. The copper-free Sonogashira coupling reaction was successfully applied to the formation of multiple covalent connections between conjugated terminals (iodide substituted aryl groups) of AB(2)-type outer components and four conjugated terminals (acetylenic bonds) of an inner A(4)-type core dendrimer. The conjugated networks in the starting components are expanded during the assembly process to afford nanoscale dendritic conjugated networks of the type A(4)(AB(2))(4), which have a porphyrin core, and longer (3.9 or 4.5 nm) and shorter (1.6 nm) conjugated chains. Fluorescence measurements revealed that singlet energy is effectively transferred in the assemblies from peripheral benzyl ether units and conjugated chains to the free base porphyrin core.

  DOI：

  10.1021/jo3014512

文献信息

• Construction of Snowflake-Shaped Dendritic Covalent Assemblies with Rigid Conjugated Networks
  作者：Masatoshi Kozaki、Shirou Morita、Shuichi Suzuki、Keiji Okada

  DOI：10.1021/jo3014512

  日期：2012.11.2

  A convergent method for the construction of shape-persistent nanoscale assemblies with conjugated backbones was developed. The copper-free Sonogashira coupling reaction was successfully applied to the formation of multiple covalent connections between conjugated terminals (iodide substituted aryl groups) of AB(2)-type outer components and four conjugated terminals (acetylenic bonds) of an inner A(4)-type core dendrimer. The conjugated networks in the starting components are expanded during the assembly process to afford nanoscale dendritic conjugated networks of the type A(4)(AB(2))(4), which have a porphyrin core, and longer (3.9 or 4.5 nm) and shorter (1.6 nm) conjugated chains. Fluorescence measurements revealed that singlet energy is effectively transferred in the assemblies from peripheral benzyl ether units and conjugated chains to the free base porphyrin core.