1,4-bis[2-(2-(2-hydroxyethoxy)ethoxy)ethoxy]benzene monotosylate | 224298-61-7

• 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: 1,4-bis[2-(2-(2-hydroxyethoxy)ethoxy)ethoxy]benzene monotosylate
• 英文别名: 2-[2-[2-[4-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]phenoxy]ethoxy]ethoxy]ethyl 4-methylbenzenesulfonate
• CAS: 224298-61-7
• 化学式: C₂₅H₃₆O₁₀S
• 分子量: 528.621
• InChiKey: BZAJTVAJBKGUDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.22
• 重原子数：
  36.0
• 可旋转键数：
  21.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  118.98
• 氢给体数：
  1.0
• 氢受体数：
  10.0

反应信息

• 作为反应物：
  描述：

  1,4-bis[2-(2-(2-hydroxyethoxy)ethoxy)ethoxy]benzene monotosylate 在 caesium carbonate 、 三乙胺 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 112.5h， 生成 2-[2-[2-[4-[2-[2-[2-[6-[6-(5-But-3-enoxypyridin-2-yl)pyridin-2-yl]pyridin-3-yl]oxyethoxy]ethoxy]ethoxy]phenoxy]ethoxy]ethoxy]ethyl methanesulfonate
  参考文献：
  名称：

  使用正交金属模板和环合易位，线性合成[4]碳酸酯一锅。

  摘要：

  在机械互锁分子领域，有效合成具有多个机械键的定义明确的线性低聚儿茶酸仍然是一项艰巨的挑战。在这里，描述了一种一锅法合成策略，该方法使用正交化的金属模板来制备线性[4]链状酸酯，该金属环由大环前体和一个封闭的基于菲咯啉的分子环组成，大环前体由柔性乙二醇连接基隔开，三环吡啶和菲咯啉配体组成。金属络合后同时进行两个闭环易位反应导致形成三个机械键。以拓扑非对映体的混合物的形式，以55％的收率分离线性[4] catenate产物。中间金属配合物和相应的互锁产物（有或没有金属）的特征是核磁共振，质谱，凝胶渗透色谱和紫外可见吸收光谱。我们设想，这种一般的合成策略可能为合成具有精确分子量和四个或更多互锁分子环的高阶线性低聚酸酯/儿茶素铺平道路。

  DOI：

  10.1021/acs.inorgchem.0c00735
• 作为产物：
  描述：

  2-氯乙氧基-2-乙氧基二乙醇 在 potassium carbonate 、 sodium hydroxide 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 反应 96.0h， 生成 1,4-bis[2-(2-(2-hydroxyethoxy)ethoxy)ethoxy]benzene monotosylate
  参考文献：
  名称：

  使用正交金属模板和环合易位，线性合成[4]碳酸酯一锅。

  摘要：

  在机械互锁分子领域，有效合成具有多个机械键的定义明确的线性低聚儿茶酸仍然是一项艰巨的挑战。在这里，描述了一种一锅法合成策略，该方法使用正交化的金属模板来制备线性[4]链状酸酯，该金属环由大环前体和一个封闭的基于菲咯啉的分子环组成，大环前体由柔性乙二醇连接基隔开，三环吡啶和菲咯啉配体组成。金属络合后同时进行两个闭环易位反应导致形成三个机械键。以拓扑非对映体的混合物的形式，以55％的收率分离线性[4] catenate产物。中间金属配合物和相应的互锁产物（有或没有金属）的特征是核磁共振，质谱，凝胶渗透色谱和紫外可见吸收光谱。我们设想，这种一般的合成策略可能为合成具有精确分子量和四个或更多互锁分子环的高阶线性低聚酸酯/儿茶素铺平道路。

  DOI：

  10.1021/acs.inorgchem.0c00735

文献信息

• Pressure effects in the synthesis of isomeric rotaxanes
  作者：Anne Sørensen、Sissel S. Andersen、Amar H. Flood、Jan O. Jeppesen

  DOI：10.1039/c3cc42201a

  日期：——

  Pressure not only influences the yield in the synthesis of a two-station [2]rotaxane, it also determines the distribution of the co-conformational isomers. At high pressure cyclobis(paraquat-p-phenylene) is preferentially assembled around a monopyrrolotetrathiafulvalene unit, while at low pressure it is preferentially assembled around a hydroquinone unit.

  压力不仅影响双站[2]罗塔烷合成的产量，还决定共构异构体的分布。在高压下，环双（对四甲基苯基）优先围绕单吡咯四硫富瓦烯单元组装，而在低压下，它优先围绕氢醌单元组装。
• COMPOSITIONS OF MECHANICALLY INTERLOCKED, TOPOLOGICALLY COMPLEX CROSSLINKERS AND POLYMERS AND METHODS OF MAKING AND USING SAME
  申请人：Washington University

  公开号：US20220119435A1

  公开（公告）日：2022-04-21

  Among the various aspects of the present disclosure is the provision of compositions of mechanically interlocked, topologically complex crosslinkers and polymers and methods of making and using same.

  本公开的各个方面之一是提供机械插入、拓扑复杂的交联剂和聚合物的组合物以及制备和使用它们的方法。
• Photoactive Azobenzene-Containing Supramolecular Complexes and Related Interlocked Molecular Compounds
  作者：Masumi Asakawa、Peter R. Ashton、Vincenzo Balzani、Christopher L. Brown、Alberto Credi、Owen A. Matthews、Simon P. Newton、Françisco M. Raymo、Andrew N. Shipway、Neil Spencer、Andrew Quick、J. Fraser Stoddart、Andrew J. P. White、David J. Williams

  DOI：10.1002/(sici)1521-3765(19990301)5:3<860::aid-chem860>3.0.co;2-k

  日期：1999.3.1

  Two acyclic and three macrocyclic polyethers, three [2]catenanes, and one [2]rotaxane, each containing one 4,4'-azobiphenoxy unit, have been synthesized. In solution, the azobenzene-based acyclic polyethers are bound by cyclobis(paraquat-p-phenylene)-a tetracationic cyclophane-in their trans forms only. On irradiation (lambda = 360 nm) of an equimolar solution of the tetracationic cyclophane host and one of the guests containing a trans-4,4'-azobiphenoxy unit, the trans double bond isomerizes to its cis form and the supramolecular complex dissociates into its molecular components. The trans isomer of the guest and, as a result, the complex are reformed, either by irradiation (lambda = 440 nm) or by warming the solution in the dark. Variable temperature H-1 NMR spectroscopic investigations of the [2]catenanes and the [2]rotaxane revealed that, in all cases, the 4,4'-azobiphenoxy unit resides preferentially alongside the cavities of their tetracationic cyclophane components, which are occupied either by a 1,4-dioxybenzene or by a 1,5-dioxynaphthalene unit. In the acyclic and macrocyclic polyethers containing 1,4-dioxybenzene or 1,5-dioxynaphthalene chromophoric groups and a 4,4'-azobiphenoxy moiety, the fluorescence of the former units is quenched by the latter. Fluorescence quenching is accompanied by photosensitization of the isomerization. The rate of the energy-transfer process is different for trans and cis isomers. In the [2]rotaxane and the [2]catenanes, the photoisomerization is quenched to an extent that depends on the specific structure of the compound. Only in one of the three [2]catenanes and in the [2]rotaxane was an efficient photoisomerization (lambda=360 nm) from the trans to the cis isomer of the 4,4'-azobiphenoxy unit observed. Single crystal X-ray structural analysis of one of the [2]catenanes showed that, in the solid state, the 4,4'-azobiphenoxy unit in the macrocyclic polyether component also resides exclusively alongside. The cavity of the tetracationic cyclophane component of the [2]catenane is filled by a 1,5-dioxynaphthalene unit, and infinite donor-acceptor stacks between adjacent [2]catenanes are formed in the crystal. These supramolecular complexes and their mechanically interlocked molecular counterparts can be regarded as potential photoactive nanoscale devices.