1,11-bis<4-<2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethoxy>phenoxy>-3,6,9-trioxaundecane | 134261-30-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,11-bis<4-<2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethoxy>phenoxy>-3,6,9-trioxaundecane
• CAS: 134261-30-6
• 化学式: C₃₂H₅₀O₁₃
• 分子量: 642.741
• InChiKey: ZBOLPPMVVSOYGC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.0
• 重原子数：
  45.0
• 可旋转键数：
  32.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  141.99
• 氢给体数：
  2.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  9-蒽甲酰氯 、 1,11-bis<4-<2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethoxy>phenoxy>-3,6,9-trioxaundecane 以 乙腈 为溶剂， 反应 12.0h， 以75%的产率得到
  参考文献：
  名称：

  Photoactive [2]Rotaxanes: Structure and Photophysical Properties of Anthracene- and Ferrocene-Stoppered [2]Rotaxanes

  摘要：

  The structures of several one- and two-station [2]rotaxanes have been probed in both solid and solution phases. It is shown that the cyclophane, comprising two 4,4'-bipyridinium dications Linked via 1,4-xylyl groups, resides preferentially over a dialkoxybenzene subunit incorporated into the ''string''. The terminal stoppers, anthracene or ferrocene subunits, associate with the exterior of the cyclophane, via pi-stacking, so as to form closed conformations. Excitation into the anthracene stoppers is followed by rapid, but reversible, electron transfer to the cyclophane. Direct excitation into the charge-transfer absorption band results in formation of an intimate radical ion pair in which an electron has been transferred from the central dialkoxybenzene donor to the cyclophane acceptor. Rapid charge recombination occurs but can be partially intercepted by hole transfer to an appended ferrocene stopper. In this latter case, the ground state is restored by relatively slow electron transfer from the reduced cyclophane to the terminal ferrocenium cation. It is proposed that the closed conformation unwinds subsequent to this second electron-transfer step in order to minimize electrostatic repulsion. To some extent, therefore, the rates of electron transfer are controlled by conformational exchange.

  DOI：

  10.1021/ja00124a010
• 作为产物：
  描述：

  2-氯乙氧基-2-乙氧基二乙醇 、 1,11-bis(4-hydroxyphenoxy)-3,6,9-trioxaundecane 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以54%的产率得到1,11-bis<4-<2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethoxy>phenoxy>-3,6,9-trioxaundecane
  参考文献：
  名称：

  分子穿梭机

  摘要：

  本通讯中描述的分子穿梭机是构建更复杂分子组装的原型，其中组件将被设计为以高度可控的方式接收、存储、传输和传输信息，并在超分子水平上进行自发自组装. 越来越多地，我们可以期待一种“自下而上”的纳米技术方法，其目标是开发分子级信息处理系统

  DOI：

  10.1021/ja00013a096

文献信息

• Toward Controllable Molecular Shuttles
  作者：Pier-Lucio Anelli、Masumi Asakawa、Peter R. Ashton、Richard A. Bissell、Gilles Clavier、Romuald Górski、Angel E. Kaifer、Steven J. Langford、Gunter Mattersteig、Stephan Menzer、Douglas Philp、Alexandra M. Z. Slawin、Neil Spencer、J. Fraser Stoddart、Malcolm S. Tolley、David J. Williams

  DOI：10.1002/chem.19970030719

  日期：1997.7

  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.