1,4-bis<2-<2-<2-(2-hydroxyethoxy)ethoxy>ethoxy>ethoxy>benzene | 134881-76-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4-bis<2-<2-<2-(2-hydroxyethoxy)ethoxy>ethoxy>ethoxy>benzene
• 英文别名: 1,4-bis<2-(2-(2-(2-hydroxyethoxy)ethoxy)ethoxy)ethoxy>benzene；2-[2-[2-[2-[4-[2-[2-[2-(2-Hydroxyethoxy)ethoxy]ethoxy]ethoxy]phenoxy]ethoxy]ethoxy]ethoxy]ethanol
• CAS: 134881-76-8
• 化学式: C₂₂H₃₈O₁₀
• 分子量: 462.538
• InChiKey: ZBAMDZFYJQHWCA-UHFFFAOYSA-N

物化性质

• 沸点：
  581.3±50.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  32
• 可旋转键数：
  24
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  114
• 氢给体数：
  2
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  1,4-bis<2-<2-<2-(2-hydroxyethoxy)ethoxy>ethoxy>ethoxy>benzene 在 sodium hydroxide 、 lithium bromide 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 32.0h， 生成 1,4-bis<2-<2-<2-(2-hydroxyethoxy)ethoxy>ethoxy>ethoxy>benzene dibromide
  参考文献：
  名称：

  Ashton, Peter R.; Huff, Juergen; Menzer, Stephen, Chemistry - A European Journal, 1996, vol. 2, # 1, p. 31 - 44

  摘要：

  DOI：
• 作为产物：
  描述：

  对苯二酚 在 palladium on activated charcoal potassium tert-butylate 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 68.0h， 生成 1,4-bis<2-<2-<2-(2-hydroxyethoxy)ethoxy>ethoxy>ethoxy>benzene
  参考文献：
  名称：

  Molecular meccano. 1. [2]Rotaxanes and a [2]catenane made to order

  摘要：

  A new synthetic strategy for the elaboration of supramolecular species and molecular compounds containing noncovalently interacting components is described, with the long-term objective of constructing highly ordered, wholly synthetic assemblies from readily available starting materials. These could serve as a basis for the future development of mechanoelectrical and photoelectrical communication systems and devices capable of storing and processing information. The approach was conceived against a background of a quarter of a century's experience in supramolecular, alias host-guest, chemistry. It is based on the use of irreversibly interlocked molecular systems that take the form of catenanes and rotaxanes. Such compounds are seen to be the ideal vehicles through which to transfer from supramolecular and host-guest chemistry the knowledge and experience gained from studying complexes between small chemical entities to very much larger molecular assemblies. Once we know how to interlock molecular components irreversibly and efficiently, we shall have a very much clearer idea on how to intertwine related polymer chains reversibly. A number of template-directed syntheses of [2]rotaxanes and a [2]catenane is discussed. They illustrate that there are inherently simple ways of making apparently complex unnatural products from appropriate substrates without the need for reagent control or catalysis. The noncovalent bonding interactions that are used to self-assemble the 1:1 complexes, which serve as precursors to the rotaxanes and the catenane, as well as to the [2]rotaxanes and the [2]catenane themselves, ''live on'' in their structures and superstructures after the self-assembly process is complete. A variety of methods, including X-ray crystallography, fast atom bombardment mass spectrometry, ultra violet-visible, luminescence, nuclear magnetic resonance, and electron spin resonance spectroscopies, and electrochemistry, demonstrate the high structural order that is incorporated into these new molecular assemblies in both the solid and solution states.

  DOI：

  10.1021/ja00027a027

文献信息

• Efficient Syntheses and Complexation Studies of Diacetylene-Containing Macrocyclic Polyethers
  作者：Yahui Feng、Jingning Li、Lasheng Jiang、Zhihong Gao、Weicong Huang、Fei Jiang、Nianhua Luo、Shujuan Han、Ronghua Zeng、Dingqiao Yang

  DOI：10.1002/ejoc.201001140

  日期：2011.1

  tetraethylene glycol chains (3c-e) bind a paraquat guest to form [2] pseudorotaxane-like complexes in solution and in the solid state, whereas macrocycles with triethylene glycol chains (i.e., 3f-h) bind a paraquat guest to form [3] pseudorotaxane-like complexes, which implies that macrocycles 3f-h may be able to complex to (mono) pyridinium cations in a [2] pseudorotaxane-like fashion in solution.

  通过采用铜 (II) 介导的 Eglinton 偶联作为关键的大环化 (80-92%)，以高产率合成了一系列新型大环聚醚、含苯二乙炔的大环。作为双亚苯基冠醚主体的类似物，这些新大环化合物的结合行为通过 H-1 NMR 光谱、质谱 (ESI) 和 X 射线晶体学进行了研究。获得的结果表明，具有四甘醇链 (3c-e) 的大环与百草枯客体结合，在溶液和固态中形成 [2] 类假轮烷复合物，而具有三甘醇链的大环（即 3f-h）结合百草枯客体形成 [3] 类假轮烷复合物，这意味着大环 3f-h 可能能够在溶液中以 [2] 类假轮烷的方式与（单）吡啶鎓阳离子络合。
• Rigid-Strut-Containing Crown Ethers and [2]Catenanes for Incorporation into Metal-Organic Frameworks
  作者：Yan-Li Zhao、Lihua Liu、Wenyu Zhang、Chi-Hau Sue、Qiaowei Li、Ognjen Š. Miljanić、Omar M. Yaghi、J. Fraser Stoddart

  DOI：10.1002/chem.200902350

  日期：2009.12.14

  crystallography, which revealed racemic R and S isomers with planar chirality present in the crystal in a 1:1 ratio. These crown ether based struts serve as excellent organic ligands to bind with transition metal ions in the construction of MOFs: the crown ethers BPP34C10DA and NPP36C10DA in the presence of Zn(NO3)2⋅4 H2O afforded the MOF‐1001 and MOF‐1002 frameworks, respectively. The crystal structures of

  为了将冠醚引入金属有机骨架（MOF）的支链中，已经开发了用于合成二羧酸二苯并[30] crown-10（DB30C10DA），二羧酸di-2,3-萘[30]的通用方法。 Crown-10（DN30C10DA），二羧酸双对亚苯基[34] crown-10（BPP34C10DA）和二羧酸1,5-萘对亚苯基[36] crown-10（NPP36C10DA）。这些新型冠醚不仅可以保留其母体冠醚的特征，因为它们可以1）结合阳离子客体，并且2）用作制备机械连锁分子（MIM）（例如链烷和轮烷）的模板，而且它们还提供了配位基与MOF中的辅助建筑单元（SBU）连接。BPP34C10DA与1,1'-二甲基-4,4'-联吡啶双（六氟磷酸盐）的结合行为（DMBP ⋅已经通过UV / Vis，荧光和NMR光谱技术研究了2 PF 6）。复杂DMBP的晶体上层建筑⋅ 2 PF 6 ⊂BPP34C10DA物通过X-射线晶
• The template-directed synthesis of porphyrin-stoppered [2]rotaxanes
  作者：Peter R. Ashton、Martin R. Johnston、J. Fraser Stoddart、Malcolm S. Tolley、John W. Wheeler

  DOI：10.1039/c39920001128

  日期：——

  Two [2]rotaxanes, composed of (i) a polyether chain intercepted by (a) one centrally-located and (b) two symmetrically-located π-electron-rich hydroquinol rings and terminated by free-base and metallated (Zn) tetraaryl-porphyrin groups respectively and (ii) a tetracationic cyclophane constructed of two π-electron-deficient bipyridinium units linked by paraphenylenedimethyl residues, have been self-assembled by a clipping procedure.

  两种[2]旋转烷，由以下部分组成：(i) 一个聚醚链，中间位置有一个和两个对称位置的富 π 电子的氢醌环，末端分别为游离碱和金属化（锌）四芳基卟啉基团；(ii) 一个四阳离子环烷，由两个富 π 电子缺陷的二吡啶单元通过对苯二甲基残基连接而成。通过夹持过程自组装而成。
• Complexation and Catenation in Aqueous Media Using a Self-Assembled Pd^IIMetallacyclic Receptor
  作者：Tamara Rama、Eva M. López-Vidal、Marcos D. García、Carlos Peinador、José M. Quintela

  DOI：10.1002/chem.201501087

  日期：2015.6.22

  l)‐2,7‐diazapyrenium salt and [(en)Pd (NO3)2] (en=ethylenediamine), has been investigated as a molecular receptor for a wide range of aromatic substrates in water. Complexation and catenation of the receptor with selected mono‐ and polycyclic aromatic substrates produced 1:1 inclusion complexes and [2]catenanes in a highly efficient fashion, as determined by NMR and UV/Vis spectroscopic techniques

  AM 2 L 2矩形金属环，通过2-（吡啶-4-基甲基）-2-，7-二氮杂py鎓盐和[（en）Pd（NO 3）2 ]的金属定向自组装而获得乙二胺）已被研究为水中多种芳香族底物的分子受体。受体与选定的单环和多环芳族底物的络合和连接可通过NMR和UV / Vis光谱技术以及单晶X-以高效方式生成1：1包合物和[2]邻苯二酚射线晶体学。此外，已经针对选定的模型客体分析了络合过程的热力学和动力学特征。
• Disabling Molecular Recognition through Reversible Mechanical Stoppering
  作者：Miguel A. Soto、Mark J. MacLachlan

  DOI：10.1021/acs.orglett.9b00310

  日期：2019.3.15

  Mechanical stoppering of a guest molecule prevents its self-assembly with a macrocycle unit, so that both species coexist in a medium but do not recognize each other. The application of a chemical or physical stimulus reverses mechanical stoppering and subsequently enables molecular recognition. This process, which occurs without cross-reactivity and is perceptible at the macroscopic scale, could facilitate

  客体分子的机械阻止作用阻止了其与大环单元的自组装，因此两种物质共存于介质中，但彼此无法识别。化学或物理刺激的应用会逆转机械作用，从而使分子识别成为可能。该过程在没有交叉反应的情况下发生，并且在宏观上是可以感知的，可以促进超分子材料和分子器件中的开/关状态的编程。