1,14-bis<4-(benzyloxy)phenoxy>-3,6,9,12-tetraoxatetradecane | 113816-19-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1,14-bis<4-(benzyloxy)phenoxy>-3,6,9,12-tetraoxatetradecane
• 英文别名: 1,14-bis(p-benzyloxyphenoxy)-3,6,9,12-tetraoxatetradecane；1,14-Bis[4-(benzyloxy)phenoxy]-3,6,9,12-tetraoxatetradecane；1-phenylmethoxy-4-[2-[2-[2-[2-[2-(4-phenylmethoxyphenoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]benzene
• CAS: 113816-19-6
• 化学式: C₃₆H₄₂O₈
• 分子量: 602.725
• InChiKey: ZNMMJIJGNUSVQS-UHFFFAOYSA-N

物化性质

• 沸点：
  707.1±60.0 °C(Predicted)
• 密度：
  1.147±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  44
• 可旋转键数：
  23
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  73.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,14-bis<4-(benzyloxy)phenoxy>-3,6,9,12-tetraoxatetradecane 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 、 氯仿 为溶剂， 以99%的产率得到4-[2-[2-[2-[2-[2-(4-羟基苯氧基)乙氧基]乙氧基]乙氧基]乙氧基]乙氧基]苯酚
  参考文献：
  名称：

  Molecular Meccano. 2. Self-Assembly of [n]Catenanes

  摘要：

  The mutual molecular recognition between different: structural components in large rings has led to the template-directed synthesis of a wide range of catenanes composed of from two to five interlocked rings, The molecular self-assembly processes rely upon the recognition between (i) pi-electron rich and pi-electron deficient aromatic units and (ii) hydrogen bond donors and accepters, in the different components. In order to increase Our knowledge of the factors involved in such molecular self-assembly processes, a homologous series of [2]catenanes has been constructed using macrocyclic polyethers of the bis(p-phenylene)-(3n+4)-crown-n (n = 9-14) type as templates for the formation of the tetracationic cyclophane, cyclobis(paraquat-p-phenylene). Increasing the size of the tetracationic cyclophane to cyclobis(paraquat-4,4'-bitolyl) allows the simultaneous entrapment of two hydroquinone ring-containing macrocyclic polyethers affording a series of [3]catenanes, and one [4]catenane incorporating a cyclic dimer of the expanded cyclophane and three bis(p-phenylene)-34-crown-10 components. By analogy; increasing the number of hydroquinone rings in the macrocyclic polyether permits the self-assembly of more than one tetracationic cyclophane around the templates present in the macrocyclic polyether. In this context, the template-directed synthesis of two [3]catenanes, incorporating two cyclobis(paraquat-p-phenylene) components and either (i) tris(p-phenylene)51-crown-15 or (ii) tetrakis (p-phenylene)-68-crown-20, has been achieved and is reported. A combination of these two approaches has led to the successful self-assembly, in two steps, of a linear [4]catenane, together with a small amount of a [5]catenane: The creation of these intricate molecular compounds lends support to the contention that self-assembly is a viable paradigm for the construction of nanometer-scale molecular architectures incorporating a selection of simple components.

  DOI：

  10.1021/ja00109a011
• 作为产物：
  描述：

  4-苄氧基苯酚 、 二对甲苯磺酸戊乙二醇 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以80%的产率得到1,14-bis<4-(benzyloxy)phenoxy>-3,6,9,12-tetraoxatetradecane
  参考文献：
  名称：

  bisparaphenylene-（3之间的复合物形成Ñ + 4）-crown- Ñ醚和百草枯和敌草快二价阳离子

  摘要：

  溶液中的Uv和NMR光谱研究已用于评估一系列（n = 7–12）双对亚苯基-（3 n + 4）-皇冠-n醚与[Diquat] 2形成稳定的1：1配合物的能力。+和[百草枯] 2+适应症；这些分子识别的图谱由[Diquat] [PF 6 ] 2和[Paraquat] [PF 6 ] 2的1：1配合物的快速原子轰击质谱和[ X ]的单晶X射线结构分析所支持。敌草快·BPP31C9] [PF 6 ] 2。

  DOI：

  10.1039/c39870001066

文献信息

• Molecular Meccano. 2. Self-Assembly of [n]Catenanes
  作者：David B. Amabilino、Peter R. Ashton、Christopher L. Brown、Emilio Cordova、Luis A. Godinez、Timothy T. Goodnow、Angel E. Kaifer、Simon P. Newton、Marek Pietraszkiewicz

  DOI：10.1021/ja00109a011

  日期：1995.2

  The mutual molecular recognition between different: structural components in large rings has led to the template-directed synthesis of a wide range of catenanes composed of from two to five interlocked rings, The molecular self-assembly processes rely upon the recognition between (i) pi-electron rich and pi-electron deficient aromatic units and (ii) hydrogen bond donors and accepters, in the different components. In order to increase Our knowledge of the factors involved in such molecular self-assembly processes, a homologous series of [2]catenanes has been constructed using macrocyclic polyethers of the bis(p-phenylene)-(3n+4)-crown-n (n = 9-14) type as templates for the formation of the tetracationic cyclophane, cyclobis(paraquat-p-phenylene). Increasing the size of the tetracationic cyclophane to cyclobis(paraquat-4,4'-bitolyl) allows the simultaneous entrapment of two hydroquinone ring-containing macrocyclic polyethers affording a series of [3]catenanes, and one [4]catenane incorporating a cyclic dimer of the expanded cyclophane and three bis(p-phenylene)-34-crown-10 components. By analogy; increasing the number of hydroquinone rings in the macrocyclic polyether permits the self-assembly of more than one tetracationic cyclophane around the templates present in the macrocyclic polyether. In this context, the template-directed synthesis of two [3]catenanes, incorporating two cyclobis(paraquat-p-phenylene) components and either (i) tris(p-phenylene)51-crown-15 or (ii) tetrakis (p-phenylene)-68-crown-20, has been achieved and is reported. A combination of these two approaches has led to the successful self-assembly, in two steps, of a linear [4]catenane, together with a small amount of a [5]catenane: The creation of these intricate molecular compounds lends support to the contention that self-assembly is a viable paradigm for the construction of nanometer-scale molecular architectures incorporating a selection of simple components.
• Complex formation between bisparaphenylene-(3n+ 4)-crown-n ethers and the Paraquat and Diquat dications
  作者：Peter R. Ashton、Alexandra M. Z. Slawin、Neil Spencer、J. Fraser Stoddart、David J. Williams

  DOI：10.1039/c39870001066

  日期：——

  ability of a series (n= 7–12) of bisparaphenylene-(3n+ 4)-crown-n ethers to form stable 1:1 complexes with [Diquat]2+ and [Paraquat]2+ dications; these mappings of molecular recognition are supported by fast atom bombardment mass spectrometry of the 1:1 complexes with both [Diquat][PF6]2 and [Paraquat][PF6]2, and a single crystal X-ray structure analysis of [Diquat·BPP31C9][PF6]2.

  溶液中的Uv和NMR光谱研究已用于评估一系列（n = 7–12）双对亚苯基-（3 n + 4）-皇冠-n醚与[Diquat] 2形成稳定的1：1配合物的能力。+和[百草枯] 2+适应症；这些分子识别的图谱由[Diquat] [PF 6 ] 2和[Paraquat] [PF 6 ] 2的1：1配合物的快速原子轰击质谱和[ X ]的单晶X射线结构分析所支持。敌草快·BPP31C9] [PF 6 ] 2。