1,1'-bis<2-(2-hydroxyethoxy)ethyl>-4,4'-bipyridinium bishexafluorophosphate | 139365-94-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1,1'-bis<2-(2-hydroxyethoxy)ethyl>-4,4'-bipyridinium bishexafluorophosphate
• 英文别名: N,N'-bis[2-hydroxyethoxy(ethoxy)]-4,4'bipyridinium dihexafluorophosphate；1,1'-bis[2-(2-hydroxyethoxy)ethyl]-4,4'-bipyridinium bishexafluorophosphate
• CAS: 139365-94-9
• 化学式: C₁₈H₂₆N₂O₄*2F₆P
• 分子量: 624.344
• InChiKey: PYUUFCCORHFSIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.33
• 重原子数：
  31.0
• 可旋转键数：
  11.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  66.68
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  、 1,1'-bis<2-(2-hydroxyethoxy)ethyl>-4,4'-bipyridinium bishexafluorophosphate 以 乙腈 为溶剂， 生成 C₃₆H₃₄N₄O₆*C₁₈H₂₆N₂O₄⁽²⁺⁾*2F₆P^(1-)
  参考文献：
  名称：

  含有二苯基甘脲和苯并冠醚片段的分子夹与百草枯及其衍生物的络合。

  摘要：

  在溶液中和固态下都研究了含有二苯基甘脲和苯并冠醚片段的分子夹与百草枯及其衍生物的络合。在本文中，我们研究了冠醚环的大小以及百草枯衍生物氮原子上取代基的性质对这些配合物的组成和稳定性的影响。

  DOI：

  10.3762/bjoc.13.203
• 作为产物：
  描述：

  4,4'-联吡啶 、 2-(2-iodoethoxy)ethanol 在 ammonium hexafluorophosphate 作用下， 以 乙腈 、 水 为溶剂， 反应 48.0h， 以81%的产率得到1,1'-bis<2-(2-hydroxyethoxy)ethyl>-4,4'-bipyridinium bishexafluorophosphate
  参考文献：
  名称：

  Polymeric molecular shuttles: Polypseudorotaxanes & polyrotaxanes based on viologen (paraquat) urethane backbones & bis(p-phenylene)-34-crown-10

  摘要：

  Reaction of di(p-isocyanatophenyl)methane (MDI, 4) with N,N'-di(2-hydroxyethyl)- (1b) or N,N'-di[2-(2'-hydroxyethoxy)ethyl]-4,4'-bipyridinium di(hexafluorophosphate) (1e) and other diols [oligo(ethylene glycol)s and poly(tetramethylene oxide)s] in the presence of bis(p-phenylene)-34-crown-10 (2) afforded polyurethane (pseudo)rotaxanes as statistical (7P or 7R) and segmented analogs 10P (P = pseudorotaxane, R = rotaxane). In 7R a bulky alcohol was incorporated at the chain ends and in 13R a bulky diol as in-chain units to form polyrotaxanes and preclude the possibility of dethreading. The crown ether 2 in 10P and 13R was shown by H-1 NMR spectroscopy to be shuttling between the viologen (paraquat) and urethane sites; in DMSO the crown ether prefers the urethane site, probably because of H-bonding with the N-H moieties and complexation of the pyridinium site by the dipolar solvent, while in acetone at low temperatures the viologen site is preferred by the crown ether, with Delta H = -6.91 kcal/mol and Delta S = -22.9 eu for 13R. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.polymer.2014.05.007

文献信息

• Self-Assembly, Spectroscopic, and Electrochemical Properties of [<i>n</i>]Rotaxanes¹
  作者：Peter R. Ashton、Roberto Ballardini、Vincenzo Balzani、Martin Bělohradský、Maria Teresa Gandolfi、Douglas Philp、Luca Prodi、Françisco M. Raymo、Mark V. Reddington、Neil Spencer、J. Fraser Stoddart、Margherita Venturi、David J. Williams

  DOI：10.1021/ja954334d

  日期：1996.1.1

  Synthetic approaches to self-assembling [n]rotaxanes incorporating pi-eleclron deficient bipyridinium-based dumbbell-shaped components and pi-electron rich hydroquinone-based macrocycles have been developed. In particular, the so-called slippage methodology relies upon the size complementarity of preformed macrocyclic and dumbbell-shaped components. The spontaneous self-assembly of these complementary components into a rotaxane in solution can be achieved under the influence of an appropriate amount of thermal energy. The absorption spectra, luminescence properties, and electrochemical behavior of the rotaxanes and their dumbbell-shaped components have been investigated and discussed on the basis of the behavior of their chromophoric and electroactive units. Charge-transfer and energy-transfer processes between specific chromophoric subunits and unusual correlations between the redox patterns of the various compounds have been evidenced and interpreted.