<2>---catenane tetrakis(hexafluorophosphate) | 122801-13-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: <2>---catenane tetrakis(hexafluorophosphate)
• 英文别名: [2]-[cyclobis(paraquat-p-phenylene)]-(bis-p-phenylene-34-crown-10)-catenane tetrakis(hexafluorophosphate)
• CAS: 122801-13-2
• 化学式: C₂₈H₄₀O₁₀*C₃₆H₃₂N₄*4F₆P
• 分子量: 1637.15
• InChiKey: SWEWASWFHICBLZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.07
• 重原子数：
  85.0
• 可旋转键数：
  0.0
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  107.82
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  1,4-bis[2-(2-(2-(2-toluene-p-sulfonylethoxy)ethoxy)ethoxy)ethoxy]benzene 在 ammonium hexafluorophosphate 、 caesium carbonate 作用下， 反应 72.0h， 生成 <2>---catenane tetrakis(hexafluorophosphate)
  参考文献：
  名称：

  用芳族氟取代基控制链中的链、性质和相对环组分运动†

  摘要：

  已经合成了四种基于双-对-亚苯基-34-冠-10 的新型含氟大环聚醚，并随后分别与环双（百草枯-对-亚苯基）连接。大环聚醚中的芳环模板强烈影响链的效率。将氟原子取代基引入双-对-亚苯基-34-冠-10 中的一个氢醌环对产率的影响很小，而使用双-对-亚苯基-34-冠-10 衍生物，其中两个对苯二酚环至少部分氟化，导致链产率急剧下降。在包含一个氢醌和一个氟化氢醌环的大环聚醚的 [2] 链烷中，在溶液中（1H 和 19F NMR，以及紫外可见光谱，

  DOI：

  10.1021/ja970640a

文献信息

• Rapid thermally assisted donor–acceptor catenation
  作者：Albert C. Fahrenbach、Karel J. Hartlieb、Chi-Hau Sue、Carson J. Bruns、Gokhan Barin、Subhadeep Basu、Mark A. Olson、Youssry Y. Botros、Abdulaziz Bagabas、Nezar H. Khdary、J. Fraser Stoddart

  DOI：10.1039/c2cc34427k

  日期：——

  Charged donor–acceptor [2]catenanes containing cyclobis(paraquat-p-phenylene) as the ring component can be synthesised in yields of up to 88% in under one hour by heating two precursors in the presence of macrocyclic polyether templates in N,N-dimethylformamide at 80 °C.

  在 80°C 的 N,N-二甲基甲酰胺中，在大环聚醚模板的存在下加热两种前体，可在一小时内合成含有环双（百草枯-对苯烯）环成分的带电供体-受体 [2]catenanes ，产率高达 88%。
• Amabilino, David B.; Anelli, Pier-Lucio; Ashton, Peter R., Journal of the American Chemical Society, 1995, vol. 117, # 45, p. 11142 - 11170
  作者：Amabilino, David B.、Anelli, Pier-Lucio、Ashton, Peter R.、Brown, George R.、Córdova, Emilio、Godínez, Luis A.、Hayes, Wayne、Kaifer, Angel E.、Philp, Douglas、Slawin, Alexandra M. Z.、Spencer, Neil、Stoddart, J. Fraser、Tolley, Malcolm S.、Williams, David J.

  DOI：——

  日期：——
• 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.