mono-p-phenyl ether of di(ethylene glycol) | 143998-21-4

• 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: mono-p-phenyl ether of di(ethylene glycol)
• 英文别名: 2-[2-[4-[Tris(4-tert-butylphenyl)methyl]phenoxy]ethoxy]ethanol
• CAS: 143998-21-4
• 化学式: C₄₁H₅₂O₃
• 分子量: 592.862
• InChiKey: RCOQFIWBUTWJOE-UHFFFAOYSA-N

物化性质

• 沸点：
  670.7±55.0 °C(Predicted)
• 密度：
  1.034±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  44
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  mono-p-phenyl ether of di(ethylene glycol) 以78%的产率得到
  参考文献：
  名称：

  Ashton Peter R., Philp Douglas, Spencer Neil, Stoddart J. Fraser, J. Chem. Soc. Chem. Commun., (1992) N 16, S 1124-1128

  摘要：

  DOI：
• 作为产物：
  描述：

  1,1,1-三(4-叔丁基苯基)甲醇 在 氯化亚砜 、 potassium carbonate 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 2.0h， 生成 mono-p-phenyl ether of di(ethylene glycol)
  参考文献：
  名称：

  A new design strategy for the self-assembly of molecular shuttles

  摘要：

  本文介绍了一种通过结构确定的自组装过程构建 [2]rotaxane 的策略，这种 [2]rotaxane 由哑铃形成分组成，其中包含两个缺π电子的 4,4′-联吡啶鎓单元，由一个富π电子的双联苯-34-冠-10 大环包围。

  DOI：

  10.1039/c39920001124

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.
• New triarylmethyl derivatives: "blocking groups" for rotaxanes and polyrotaxanes
  作者：Harry W. Gibson、Sang Hun Lee、Paul T. Engen、Pierre Lecavalier、Jean Sze、Ya Xi Shen、Mukesh Bheda

  DOI：10.1021/jo00066a030

  日期：1993.7

  Five triarylcarbinols (8, three new compounds) were synthesized. Using carbanion chemistry the triarylmethanes (13, five new compounds) made by formic acid reduction of 8 were converted to the omega,omega,omega-triarylalkanols (15,three new compounds) and thence to the chloro (17) and iodo (18) derivatives (five new compounds). Via carbocation chemistry p-(triarylmethyl)phenols (20,two new compounds) and aniline (21, new compound) were produced. Alkylation of 20 yielded alcohol (22), benzylic bromide (23), and carboxy (25) functionalized derivatives. The alcohol, halide, phenol, aniline, and carboxylic acid functionalized triarylmethane compounds are suitable end blocking groups for rotaxanes and polyrotaxanes.
• A Transition Metal Containing Rotaxane in Motion: Electrochemically Induced Pirouetting of the Ring on the Threaded Dumbbell
  作者：Laurence Raehm、Jean-Marc Kern、Jean-Pierre Sauvage

  DOI：10.1002/(sici)1521-3765(19991105)5:11<3310::aid-chem3310>3.0.co;2-r

  日期：1999.11.5

  In this work we describe a rotaxane in which a new type of motion, pirouetting of the wheel around its axle, can be electrochemically triggered. The rotaxane was synthesized by using the three-dimensional effect of copper(I). It incorporates both a hetero-biscoordinating ring (containing both 2,9-diphenyl-1,10-phenanthroline and 2,2':6',2"-terpyridine units) and a molecular string which contains only one 2,9-diphenyl-1,10-phenanthroline. Both ends of the string are functionnalized by a bulky stopper ( tris(p-tert-butylphenyl) (4-hydroxypbenyl)methane). Large molecular motions have been induced electrochemically in this molecule and were detected by using cyclic voltammetry. The driving force of the two rearrangement processes observed is the high stability of two markedly different coordination environments for copper(I) and copper(II) ions. In the copper(I) state, two phenanthroline units tone of the ring, one of the string) interact with the metal in a tetrahedral geometry (Cu-(4)(I)), whereas in the copper(II) state the five-coordinate geometry (Cu-(5)(II)) is due to the phenanthroline of the string and to the terpyridine of the ring. The kinetic rate constants of the two molecular motion processes (from Cu-(5)(I)) to Cu-(4)(II)) and fom Cu-(4)(II)) to Cu-(5)(II))) have been determined and both rates are much faster than the ones in previously studied analoguous systems. In addition, the rate of the pirouetting motion depends greatly on the copper oxidation state. The divalent four-coordinate copper complex (Cu-(4)(II))) rearranges in tens of seconds, whereas the monovalent five-coordinate copper system leads to the four-coordinate complex in the millisecond time scale.