1,4-bis(2,3,4,5-tetraphenyl)benzyloxy-2,5-diiodobenzene | 798541-96-5

• 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: 1,4-bis(2,3,4,5-tetraphenyl)benzyloxy-2,5-diiodobenzene
• 英文别名: 1-[[2,5-Diiodo-4-[(2,3,4,5-tetraphenylphenyl)methoxy]phenoxy]methyl]-2,3,4,5-tetraphenylbenzene
• CAS: 798541-96-5
• 化学式: C₆₈H₄₈I₂O₂
• 分子量: 1150.94
• InChiKey: XJXJJTGYUORUEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  19.2
• 重原子数：
  72
• 可旋转键数：
  14
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,4-bis(2,3,4,5-tetraphenyl)benzyloxy-2,5-diiodobenzene 、 2-乙炔基甲苯 在 bis-triphenylphosphine-palladium(II) chloride 哌啶 、 copper(l) iodide 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以88%的产率得到1-[[2,5-Bis[2-(2-methylphenyl)ethynyl]-4-[(2,3,4,5-tetraphenylphenyl)methoxy]phenoxy]methyl]-2,3,4,5-tetraphenylbenzene
  参考文献：
  名称：

  Jacketed Poly(p-phenyleneethynylene)s:  Nonaggregating Conjugated Polymers as Blue-Emitting Rods

  摘要：

  A series of dendronized poly(p-phenyleneethynylene)s were synthesized by the Pd-catalyzed coupling of a tetraphenylbenzene-substituted aromatic diiodide to 2,5-didodecyl-1,4-diethynylbenzene to form PPEs in excellent yield and high degree of polymerization. The tetraphenylbenzene-substituted monomer was obtained by a Diels-Alder reaction of a diethynylated arene with tetraphenylcyclopentadienone. The influence of the tether length (connecting the tetraphenylbenzene units to the main chain of the polymer) on the optical properties of the polymers was investigated. The closer the tetraphenylbenzene units were placed to the main chain, the larger is their effect upon the PPE's optical properties. In the case where the tether is shortest, i.e., two atoms, the optical properties of the PPE in the solid state and in solution are identical.

  DOI：

  10.1021/ma048535q
• 作为产物：
  描述：

  2,5-二碘-1,4-苯二醇 在 potassium carbonate 作用下， 以 邻二甲苯 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 1,4-bis(2,3,4,5-tetraphenyl)benzyloxy-2,5-diiodobenzene
  参考文献：
  名称：

  Jacketed Poly(p-phenyleneethynylene)s:  Nonaggregating Conjugated Polymers as Blue-Emitting Rods

  摘要：

  A series of dendronized poly(p-phenyleneethynylene)s were synthesized by the Pd-catalyzed coupling of a tetraphenylbenzene-substituted aromatic diiodide to 2,5-didodecyl-1,4-diethynylbenzene to form PPEs in excellent yield and high degree of polymerization. The tetraphenylbenzene-substituted monomer was obtained by a Diels-Alder reaction of a diethynylated arene with tetraphenylcyclopentadienone. The influence of the tether length (connecting the tetraphenylbenzene units to the main chain of the polymer) on the optical properties of the polymers was investigated. The closer the tetraphenylbenzene units were placed to the main chain, the larger is their effect upon the PPE's optical properties. In the case where the tether is shortest, i.e., two atoms, the optical properties of the PPE in the solid state and in solution are identical.

  DOI：

  10.1021/ma048535q