2-(2-(2-(4-tritylphenoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate | 145839-40-3

• 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-(2-(4-tritylphenoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate
• 英文别名: 2-[2-[2-(4-tritylphenoxy)ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
• CAS: 145839-40-3
• 化学式: C₃₈H₃₈O₆S
• 分子量: 622.782
• InChiKey: BZGIZHNIYGMIAV-UHFFFAOYSA-N

物化性质

• 沸点：
  729.8±60.0 °C(Predicted)
• 密度：
  1.188±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  45.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  71.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  2-(2-(2-(4-tritylphenoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate 在 lithium bromide 作用下， 以 丙酮 为溶剂， 反应 16.0h， 以59%的产率得到2-{2-[2-(2-bromoethoxy)ethoxy]ethoxy}4-(triphenylmethyl)benzene
  参考文献：
  名称：

  Li, Zhan-Ting; Stein, Paul C.; Becher, Jan, Chemistry - A European Journal, 1996, vol. 2, # 6, p. 624 - 633

  摘要：

  DOI：
• 作为产物：
  描述：

  2-氯乙氧基-2-乙氧基二乙醇 在 4-二甲氨基吡啶 、 potassium carbonate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 2-(2-(2-(4-tritylphenoxy)ethoxy)ethoxy)ethyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  Toward Controllable Molecular Shuttles

  摘要：

  AbstractA number of nanometer‐scale molecular assemblies, based on rotaxane‐type structures, have been synthesized by means of a template‐directed strategy from simple building blocks that, on account of the molecular recognition arising from the noncovalent interactions between them, are able to self‐assemble into potential molecular abacuses. In all the cases investigated, the π‐electron‐deficient tetracationic cyclophane cyclobis(paraquat‐p‐phenylene) is constrained mechanically around a dumbbell‐shaped component consisting of a linear polyether chain intercepted by at least two, if not three, π‐electron‐rich units and terminated at each end by blocking groups or stoppers. The development of an approach toward constructing these molecular abacuses, in which the tetracationic cyclophane is able to shuttle back and forth with respect to the dumbbell‐shaped component, begins with the self‐assembly of a [2]rotaxane consisting of two hydroquinone rings symmetrically positioned within a polyether chain terminated by triisopropylsilyl ether blocking groups. In this first so‐called molecular shuttle, the tetracationic cyclophane oscillates in a degenerate fashion between the two π‐electron‐rich hydroquinone rings. Replacement of one of the hydroquinone rings—or the insertion of another π‐electron‐rich ring system between the two hydroquinine rings—introduces the possibility of translational isomerism, a phenomenon that arises because of the different relative positions and populations of the tetracationic cyclophane with respect to the π‐donor sites on the dumbbell‐shaped component. In two subsequent [2]rotaxanes, one of the hydroquinone rings in the dumbbell‐shaped component is replaced, first by a p‐xylyl and then by an indole unit. Finally, a tetrathiafulvalene (TTF) unit is positioned between two hydroquinone rings in the dumbbell‐shaped component. Spectroscopic and electrochemical investigations carried out on these first‐generation molecular shuttles show that they could be developed as molecular switches.

  DOI：

  10.1002/chem.19970030719

文献信息

• Translational Isomerism in Some Two- and Three-Station [2]Rotaxanes
  作者：David B. Amabilino、Peter R. Ashton、Sue E. Boyd、Marcos Gómez-López、Wayne Hayes、J. Fraser Stoddart

  DOI：10.1021/jo9612584

  日期：1997.5.1

  The template-directed syntheses of three [2]rotaxanes are described. They all have dumbbell components, with both hydroquinone and resorcinol rings inserted into polyether chains terminated by tetraarylmethane stoppers, that become encircled during the key self-assembly processes by the tetracationic cyclophane, cyclobis(paraquat-p-phenylene), with its two pi-electron deficient bipyridinium units.

  描述了三种[2]轮烷的模板指导的合成。它们都具有哑铃成分，氢醌和间苯二酚环均插入四芳基甲烷塞终止的聚醚链中，在关键的自组装过程中被四阳离子环烷，环双（百草枯-对苯撑）及其两个pi-环包围。电子不足的联吡啶单元。通过低温（1）H NMR光谱已经证明，π电子缺陷的四阳离子环烷具有非常高的优先级，以位于这些分子穿梭中的氢醌环周围。
• CH···O Hydrogen Bonds in “Clicked” Diketopiperazine-Based Amide Rotaxanes
  作者：Egor V. Dzyuba、Lena Kaufmann、Nora L. Löw、Annika K. Meyer、Henrik D. F. Winkler、Kari Rissanen、Christoph A. Schalley

  DOI：10.1021/ol201915j

  日期：2011.9.16

  Two amide [2]rotaxanes were synthesized in high yields using a novel N,N-clipropargyl diketopiperazine axle centerpiece as the template to which the stoppers are attached through "click chemistry". H-1 and 2D NMR spectra provide evidence for two different H-bonding motifs, in one of which the triazole CH groups form C-H center dot center dot center dot O=C bonds with the wheel carbonyl O atoms. This motif can be controlled and switched reversibly by competitive anion binding.