6,6'-dibromo-2,2'-di(3-butenyloxy)-1,1'-binaphthalene | 1415838-16-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 6,6'-dibromo-2,2'-di(3-butenyloxy)-1,1'-binaphthalene
• 英文别名: 6-Bromo-1-(6-bromo-2-but-3-enoxynaphthalen-1-yl)-2-but-3-enoxynaphthalene；6-bromo-1-(6-bromo-2-but-3-enoxynaphthalen-1-yl)-2-but-3-enoxynaphthalene
• CAS: 1415838-16-2
• 化学式: C₂₈H₂₄Br₂O₂
• 分子量: 552.305
• InChiKey: NHXYTTFTVFDOHN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  6,6'-dibromo-2,2'-di(3-butenyloxy)-1,1'-binaphthalene 在 Grubbs catalyst first generation 、 乙烯基乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 2.5h， 以62%的产率得到
  参考文献：
  名称：

  Effects of Substituent on Binaphthyl Hinge-Containing Conductive Polymers

  摘要：

  Conductive polymers containing hinged 1,1'-binaphthyl were synthesized. Their conformational flexibility around the 1,1' C-C bonds was found to vary with the substituents at the 2,2'-positions-hydroxy, linear alkyloxy, and macrocyclic alkyloxy groups were compared. Macrocyclic alkyloxy groups appeared to immobilize the binaphthyl. The 2 connection patterns of electroactive oligothiophenes to the binaphthyl groups were also investigated with 6,6'- and 7,7'-attachments. The substituents binaphthyl polymers were examined using cyclic voltammetry, in situ conductivity measurements, and spectroelectrochemistry. Their electronic properties were found to vary greatly with the substituents and their connectivity. Binaphthyl polymer with hydroxyls and 3,4-ethylenedioxythiophenes exhibited interesting charge-trapping properties. 7,7'-Substitution led to intrachain interactions, which were promoted by the presence of linear alkyl chains. The observed properties give binaphthyl hinge-containing conductive polymers potential applicability in chiral electroactive sensors, polymer actuators, and electrochromic and optoelectronic devices.

  DOI：

  10.1021/ma301899e
• 作为产物：
  描述：

  4-溴-1-丁烯 、 (S)-6,6'-dibromo-1,1'-binaphthalene-2,2'-diol 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 15.0h， 以80%的产率得到6,6'-dibromo-2,2'-di(3-butenyloxy)-1,1'-binaphthalene
  参考文献：
  名称：

  Effects of Substituent on Binaphthyl Hinge-Containing Conductive Polymers

  摘要：

  Conductive polymers containing hinged 1,1'-binaphthyl were synthesized. Their conformational flexibility around the 1,1' C-C bonds was found to vary with the substituents at the 2,2'-positions-hydroxy, linear alkyloxy, and macrocyclic alkyloxy groups were compared. Macrocyclic alkyloxy groups appeared to immobilize the binaphthyl. The 2 connection patterns of electroactive oligothiophenes to the binaphthyl groups were also investigated with 6,6'- and 7,7'-attachments. The substituents binaphthyl polymers were examined using cyclic voltammetry, in situ conductivity measurements, and spectroelectrochemistry. Their electronic properties were found to vary greatly with the substituents and their connectivity. Binaphthyl polymer with hydroxyls and 3,4-ethylenedioxythiophenes exhibited interesting charge-trapping properties. 7,7'-Substitution led to intrachain interactions, which were promoted by the presence of linear alkyl chains. The observed properties give binaphthyl hinge-containing conductive polymers potential applicability in chiral electroactive sensors, polymer actuators, and electrochromic and optoelectronic devices.

  DOI：

  10.1021/ma301899e