4,4'-((4-(2-(2-(4-(chloromethyl)phenoxy)ethoxy)ethoxy)phenyl)(4-isopropylphenyl)methylene)bis(tert-butylbenzene) | 153895-23-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: 4,4'-((4-(2-(2-(4-(chloromethyl)phenoxy)ethoxy)ethoxy)phenyl)(4-isopropylphenyl)methylene)bis(tert-butylbenzene)
• CAS: 153895-23-9
• 化学式: C₄₇H₅₅ClO₃
• 分子量: 703.405
• InChiKey: PADXRXLSNAOZTI-UHFFFAOYSA-N

物化性质

• 沸点：
  750.3±60.0 °C(Predicted)
• 密度：
  1.073±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  12.0
• 重原子数：
  51.0
• 可旋转键数：
  14.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  27.69
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  4,4'-联吡啶 、 4,4'-((4-(2-(2-(4-(chloromethyl)phenoxy)ethoxy)ethoxy)phenyl)(4-isopropylphenyl)methylene)bis(tert-butylbenzene) 在 ammonium hexafluorophosphate 作用下， 生成
  参考文献：
  名称：

  Slippage—an alternative method for assembling [2]rotaxanes

  摘要：

  利用宏环组分与哑铃组分的堵头之间的尺寸互补性，以及形成热力学陷阱的稳定非共价键相互作用，开发了一种替代方法，称为滑动法，从而实现了高产率合成[2]旋转烃（[2]rotaxanes）。

  DOI：

  10.1039/c39930001269
• 作为产物：
  描述：

  4,4'-(chloro(4-isopropylphenyl)methylene)bis(tert-butylbenzene) 在 氢氧化钾 、 sodium hydroxide 、 N-氯代丁二酰亚胺 、 苄基三乙基溴化铵 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 生成 4,4'-((4-(2-(2-(4-(chloromethyl)phenoxy)ethoxy)ethoxy)phenyl)(4-isopropylphenyl)methylene)bis(tert-butylbenzene)
  参考文献：
  名称：

  Slippage—an alternative method for assembling [2]rotaxanes

  摘要：

  利用宏环组分与哑铃组分的堵头之间的尺寸互补性，以及形成热力学陷阱的稳定非共价键相互作用，开发了一种替代方法，称为滑动法，从而实现了高产率合成[2]旋转烃（[2]rotaxanes）。

  DOI：

  10.1039/c39930001269

文献信息

• The controlled self-assembly of a [3]rotaxane incorporating three constitutionally different components
  作者：David B. Amabilino、Peter R. Ashton、Martin Bělohradský、Françisco M. Raymo、J. Fraser Stoddart

  DOI：10.1039/c39950000747

  日期：——

  The self-assembly, by means of a slippage procedure, of a [3]rotaxane comprised of three constitutionally different sub-units—a dumbbell-shaped component, incorporating two 4,4′-bipyridinium units encircled by one bisparaphenylene-34-crown-10 macrocycle and one 1,5-dinaphtho-38-crown-10 macrocycie—is described.

  通过滑移过程，由三个结构不同的亚单元组成的[3]轮烷进行自组装——哑铃形组分，包含两个被一个双对亚苯基-34-冠包围的4,4'-联吡啶鎓单元描述了-10大环和一个1,5-二萘-38-冠-10大环。
• 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.
• The Slipping Approach to Self-Assembling [<i>n</i>]Rotaxanes
  作者：Masumi Asakawa、Peter R. Ashton、Roberto Ballardini、Vincenzo Balzani、Martin Bělohradský、Maria Teresa Gandolfi、Oldrich Kocian、Luca Prodi、Françisco M. Raymo、J. Fraser Stoddart、Margherita Venturi

  DOI：10.1021/ja961817o

  日期：1997.1.1

  A synthetic approach-namely slippage-to self-assembling [n]rotaxanes incorporating pi-electron deficient bipyridinium-based dumbbell-shaped components and pi-electron-rich hydroquinone- and/or dioxynaphthalene-based macrocyclic polyether components has been developed. The kinetics of rotaxane formation by the slipping procedure were investigated by absorption UV-visible and H-1-NMR spectroscopies in a range of temperatures and solvents, varying systematically the size of both the stoppers and the macrocyclic components. As expected, the rate constants for these processes are affected by the size complementarity between macrocycles and stoppers. Furthermore, the enthalpic and entropic contributions to the free energies of activation associated with the slippage and the effect of solvent polarity upon the outcome of these processes have been evaluated. In addition, the spectroscopic and electrochemical properties of some of the rotaxanes are presented and discussed with reference to the properties of their chromophoric and electroactive units.