2-{4-[4-Ethylphenyl-bis(4-tert-butylphenyl)methyl]phenoxy}ethoxy ethanol 4-methylbenzenesulfonate | 153895-18-2

• 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: 2-{4-[4-Ethylphenyl-bis(4-tert-butylphenyl)methyl]phenoxy}ethoxy ethanol 4-methylbenzenesulfonate
• 英文别名: 2-(2-{4-[bis(4-tert-butylphenyl)-(4-ethylphenyl)methyl]-phenoxy}ethoxy)ethyl tosylate
• CAS: 153895-18-2
• 化学式: C₄₆H₅₄O₅S
• 分子量: 718.998
• InChiKey: WLHCRFPENYYWEQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.34
• 重原子数：
  52.0
• 可旋转键数：
  14.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  2-{4-[4-Ethylphenyl-bis(4-tert-butylphenyl)methyl]phenoxy}ethoxy ethanol 4-methylbenzenesulfonate 在 N-氯代丁二酰亚胺 、 potassium carbonate 、 三苯基膦 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 生成 4,4'-((4-(2-(2-(4-(chloromethyl)phenoxy)ethoxy)ethoxy)phenyl)(4-ethylphenyl)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
• 作为产物：
  描述：

  4-[bis(4-tert-butylphenyl)(4-ethylphenyl)methyl]phenol 在 盐酸 、 氢氧化钾 、 sodium hydroxide 、 lithium bromide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 水 、 正丁醇 为溶剂， 反应 66.5h， 生成 2-{4-[4-Ethylphenyl-bis(4-tert-butylphenyl)methyl]phenoxy}ethoxy ethanol 4-methylbenzenesulfonate
  参考文献：
  名称：

  Molecular-Based Electronically Switchable Tunnel Junction Devices

  摘要：

  Solid-state tunnel junction devices were fabricated from Langmuir Blodgett molecular monolayers of a bistable [2]catenane, a bistable [2]pseudorotaxane, and a single-station [2]rotaxane. All devices exhibited a (noncapacitive) hysteretic current-voltage response that switched the device between high- and low-conductivity states, although control devices exhibited no such response. Correlations between the structure and solution-phase dynamics of the molecular and supramolecular systems, the crystallographic domain structure of the monolayer film, and the room-temperature device performance characteristics are reported.

  DOI：

  10.1021/ja0114456

文献信息

• A Comparison of Shuttling Mechanisms in Two Constitutionally Isomeric Bistable Rotaxane-Based Sunlight-Powered Nanomotors
  作者：Vincenzo Balzani、Miguel Clemente-León、Alberto Credi、Monica Semeraro、Margherita Venturi、Hsian-Rong Tseng、Sabine Wenger、Sourav Saha、J. Fraser Stoddart

  DOI：10.1071/ch06019

  日期：——

  a tetraarylmethane group T as the second stopper. This Mark II version is identical with BR-I6+ in the Mark I series that works as a sunlight-powered nanomotor (Balzani et al., Proc. Natl. Acad. Sci. USA 2006, 103, 1178), except for the swapping of the two stations A12+ and A22+ along the dumbbell-shaped component, i.e. the Mark I and II bistable rotaxanes are constitutionally isomeric. We have found

  此 Mark II 版本与 Mark I 系列中的 BR-I6+ 相同，可用作太阳能驱动的纳米电机（Balzani 等人，Proc. Natl. Acad. Sci. USA 2006, 103, 1178），除了交换沿着哑铃形组分的两个站 A12+ 和 A22+，即 Mark I 和 II 双稳态轮烷在结构上是异构的。我们发现电子转移光敏剂 P2+ 的并置越接近两个电子受体的更好 (A12+)，即 BR-II6+ 中的情况与 BR-I6+ 中的情况相比导致速率增加 - 因此效率——光致电子转移步骤的效率。然而，背电子转移的速率也增加了。因此，BR-II6+ 在燃油辅助系统中的表现优于 BR-I6+，但在可见光供电时（例如 阳光）单独。相比之下，当穿梭由电化学驱动时，Mark I 和 Mark II 系列中两种双稳态轮烷之间的唯一区别是大环 M 沿相反方向移动。
• ——
  作者：Peter R. Ashton、Roberto Ballardini、Vincenzo Balzani、Alberto Credi、Klaus Ruprecht Dress、Eléna Ishow、Cornelis J. Kleverlaan、Oldrich Kocian、Jon A. Preece、Neil Spencer、J. Fraser Stoddart、Margherita Venturi、Sabine Wenger

  DOI：10.1002/1521-3765(20001002)6:19<3558::aid-chem3558>3.0.co;2-m

  日期：2000.10.2

  4'-bipyridinium unit as pi-electron-accepting stations, and 4) a tetraarylmethane group as the second stopper. The synthesis of the [2]rotaxane was accomplished in four successive stages. First of all, the dumbbell-shaped component of the [2]rotaxane was constructed by using conventional synthetic methodology to make 1) the so-called "west-side" comprised of the Ru(II) polypyridine complex linked by

  已经设计了一种由光输入驱动的分子级算盘状系统，其形式为[2]轮烷，包括给电子体提供的π电子大环聚醚双-对亚苯基34-crown-10（BPP34C10）和哑铃状组件，包含1）Ru（II）聚吡啶配合物作为光敏单元形式的塞子之一； 2）对-叔苯基型环系统作为刚性间隔基； 3）4,4' -π吡啶鎓单元和3，3′-二甲基-4，4′-吡啶鎓单元作为π电子接受位，和4）四芳基甲烷基作为第二终止子。[2]轮烷的合成是在四个连续的阶段完成的。首先，通过使用常规合成方法构建[2]轮烷的哑铃状成分，以制造1）所谓的“西侧” 包括由亚甲基间隔基连接到以苄基溴甲基官能团为末端的对-叔苯基型环系统的Ru（II）聚吡啶配合物; 2）所谓的由四芳基甲烷基团连接的所谓的“东侧”，聚醚与联吡啶单元相连，联吡啶本身又通过三亚甲基间隔基与初始的3,3'-二甲基-4,4'-联吡啶单元相连。接下来，3）通过烷基化将“西侧”和“东侧
• 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.
• Self-Assembly of an Amphiphilic [2]Rotaxane Incorporating a Tetrathiafulvalene Unit
  作者：Jan Oskar Jeppesen、Julie Perkins、Jan Becher、J. Fraser Stoddart

  DOI：10.1021/ol006387s

  日期：2000.11.1

  [GRAPHICS]The template-directed synthesis of a [2]rotaxane, in which a pi -electron deficient ring component-cyclobis(paraquat-p-phenylene)-is assembled around a pi -electron rich asymmetric monopyrrolotetrathiafulvalene unit on the rod section of an amphiphilic dumbbell component that is terminated by a hydrophilic dendritic stopper at one end and a hydrophobic tetraarylmethane stopper at the other end, is reported.