N,N'-Bis<((hydroxyethoxy)ethoxy)ethyl>-4,4'-diaminobiphenyl

• 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: N,N'-Bis<((hydroxyethoxy)ethoxy)ethyl>-4,4'-diaminobiphenyl
• 英文别名: 2-[2-[2-[4-[4-[2-[2-(2-Hydroxyethoxy)ethoxy]ethylamino]phenyl]anilino]ethoxy]ethoxy]ethanol
• 化学式: C₂₄H₃₆N₂O₆
• 分子量: 448.56
• InChiKey: BNSLGWBIZOGRLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  32
• 可旋转键数：
  19
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101
• 氢给体数：
  4
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  三异丙基硅基三氟甲磺酸酯 、 cyclobis(paraquat-1,4-phenylene) tetrakis(hexafluorophosphate) 、 N,N'-Bis<((hydroxyethoxy)ethoxy)ethyl>-4,4'-diaminobiphenyl 在 lutidine 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以39%的产率得到
  参考文献：
  名称：

  Novel rotaxanes based on the inclusion complexation of biphenyl guests by cyclobis(paraquat-p-phenylene)

  摘要：

  The finding that benzidine and 4,4'-biphenol form stable inclusion complexes in acetonitrile with the previously reported receptor cyclobis(paraquat-p-phenylene) was used to self-assemble novel redox-active rotaxanes based on the interactions that stabilize these inclusion complexes.

  DOI：

  10.1021/jo00076a008
• 作为产物：
  描述：

  2-氯乙氧基-2-乙氧基二乙醇 、 联苯胺 在 三乙胺 作用下， 以 苯 为溶剂， 反应 336.0h， 以45%的产率得到N,N'-Bis<((hydroxyethoxy)ethoxy)ethyl>-4,4'-diaminobiphenyl
  参考文献：
  名称：

  Novel rotaxanes based on the inclusion complexation of biphenyl guests by cyclobis(paraquat-p-phenylene)

  摘要：

  The finding that benzidine and 4,4'-biphenol form stable inclusion complexes in acetonitrile with the previously reported receptor cyclobis(paraquat-p-phenylene) was used to self-assemble novel redox-active rotaxanes based on the interactions that stabilize these inclusion complexes.

  DOI：

  10.1021/jo00076a008

文献信息

• Novel rotaxanes based on the inclusion complexation of biphenyl guests by cyclobis(paraquat-p-phenylene)
  作者：Emilio Cordova、Richard A. Bissell、Neil Spencer、Peter R. Ashton、J. Fraser Stoddart、Angel E. Kaifer

  DOI：10.1021/jo00076a008

  日期：1993.11

  The finding that benzidine and 4,4'-biphenol form stable inclusion complexes in acetonitrile with the previously reported receptor cyclobis(paraquat-p-phenylene) was used to self-assemble novel redox-active rotaxanes based on the interactions that stabilize these inclusion complexes.
• Synthesis and Electrochemical Properties of Redox-Active [2]Rotaxanes Based on the Inclusion Complexation of 1,4-Phenylenediamine and Benzidine by Cyclobis(paraquat-p-phenylene)
  作者：Emilio Cordova、Richard A. Bissell、Angel E. Kaifer

  DOI：10.1021/jo00109a040

  日期：1995.2

  The inclusion complexation of 1,4-phenylenediamine (2) by the host cyclobis(paraquat-p-phenylene) (1(4+)) was used as the core interaction for the template-directed synthesis of a new redox-active [2]rotaxane (5(4+)) in high yield. The half-wave potentials for both monoelectronic oxidations of the 1,4-phenylenediamine subunit in this rotaxane exhibit remarkable anodic shifts as compared to the values typically observed in 1,4-phenylenediamine derivatives. These shifts result from the hindrance imposed by the rotaxane's tetracationic macrocyclic bead on the generation of additional positive charges. The electrostatic field created by the bead also slows down the kinetics of electron transfer, especially for the second oxidation process. Qualitatively similar effects were observed on the electrochemistry of a comparable rotaxane (7(4+)) built around the interactions between a benzidine subunit and host 1(4+), but the magnitude of the effects on the voltammetric parameters was smaller than in 5(4+).