2-(2-(4-(4-(2-(2-(4-(4-iodophenyl)phenyl)phenyl)ethynyl)phenyl)phenyl)phenyl)ethynyltriisopropylsilane | 1558017-22-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(2-(4-(4-(2-(2-(4-(4-iodophenyl)phenyl)phenyl)ethynyl)phenyl)phenyl)phenyl)ethynyltriisopropylsilane
• CAS: 1558017-22-3
• 化学式: C₄₉H₄₅ISi
• 分子量: 788.886
• InChiKey: SKWSYJHDNCYFRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  13.93
• 重原子数：
  51.0
• 可旋转键数：
  7.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  0.0

反应信息

• 作为反应物：
  描述：

  3,3-diethyl-(1-(4-(4-(2-ethynyl)phenyl)phenyl)phenyl)triaz-1-ene 、 2-(2-(4-(4-(2-(2-(4-(4-iodophenyl)phenyl)phenyl)ethynyl)phenyl)phenyl)phenyl)ethynyltriisopropylsilane 在 copper(l) iodide 、 trans-bis(triphenylphosphine)palladium dichloride 、 碘甲烷 作用下， 以 四氢呋喃 、 三乙胺 为溶剂， 反应 64.0h， 生成 2-(2-(4-(4-(2-(2-(4-(4-(2-(2-(4-(4-iodophenyl)phenyl)phenyl)ethynyl)phenyl)phenyl)phenyl)ethynyl)phenyl)phenyl)phenyl)ethynyltriisopropylsilane
  参考文献：
  名称：

  Synthesis and Photophysical Properties of Biphenyl and Terphenyl Arylene–Ethynylene Macrocycles

  摘要：

  A series of single-walled carbon nanotube precursors, C-3h-symmetric cyclotri(ethynylene)(bipheny1-2,4'-diyl) and cyclotri(ethynylene)(p-terphenyl-2,4 ''-diyl), have been prepared by a linear stepwise oligomerization-cyclization route and by statistical intermolecular cyclooligomerization. In addition to producing these members of a novel class of arylene ethynylene macrocycles, 1 and 2, the latter statistical process produces the smaller cyclic dimer, cyclodi(ethynylene)(p-terphenyl-2,4 ''-diyl) and the larger cyclic tetramer cyclotetra(ethynylene)(bipheny1-2,4'-diyl). These macrocycles display large Stokes shifts in their fluorescence spectra. Their biphenyl or terphenyl connectivity prevents these macrocycles from achieving full planarity in the ground state, and the ethynylene moieties could provide synthetic access to cyclic arylene oligomers and discrete carbon nanotube segments.

  DOI：

  10.1021/jo4023809
• 作为产物：
  描述：

  4(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)phenyl azide 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 potassium phosphate 、 copper(l) iodide 、 trans-bis(triphenylphosphine)palladium dichloride 、 potassium carbonate 、 碘甲烷 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醚 、 水 、 三乙胺 、 乙腈 为溶剂， 反应 100.75h， 生成 2-(2-(4-(4-(2-(2-(4-(4-iodophenyl)phenyl)phenyl)ethynyl)phenyl)phenyl)phenyl)ethynyltriisopropylsilane
  参考文献：
  名称：

  Synthesis and Photophysical Properties of Biphenyl and Terphenyl Arylene–Ethynylene Macrocycles

  摘要：

  A series of single-walled carbon nanotube precursors, C-3h-symmetric cyclotri(ethynylene)(bipheny1-2,4'-diyl) and cyclotri(ethynylene)(p-terphenyl-2,4 ''-diyl), have been prepared by a linear stepwise oligomerization-cyclization route and by statistical intermolecular cyclooligomerization. In addition to producing these members of a novel class of arylene ethynylene macrocycles, 1 and 2, the latter statistical process produces the smaller cyclic dimer, cyclodi(ethynylene)(p-terphenyl-2,4 ''-diyl) and the larger cyclic tetramer cyclotetra(ethynylene)(bipheny1-2,4'-diyl). These macrocycles display large Stokes shifts in their fluorescence spectra. Their biphenyl or terphenyl connectivity prevents these macrocycles from achieving full planarity in the ground state, and the ethynylene moieties could provide synthetic access to cyclic arylene oligomers and discrete carbon nanotube segments.

  DOI：

  10.1021/jo4023809