tetrakis-p-phenylene[68]crown-20 | 134940-41-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: tetrakis-p-phenylene[68]crown-20
• 英文别名: 1,4,7,10,13,18,21,24,27,30,35,38,41,44,47,52,55,58,61,64-icosaoxa<13,13,13,13>tetraparacyclophane；2,5,8,11,14,19,22,25,28,31,36,39,42,45,48,53,56,59,62,65-Icosaoxapentacyclo[64.2.2.215,18.232,35.249,52]hexaheptaconta-1(69),15,17,32,34,49(72),50,52(71),66(70),67,73,75-dodecaene；2,5,8,11,14,19,22,25,28,31,36,39,42,45,48,53,56,59,62,65-icosaoxapentacyclo[64.2.2.215,18.232,35.249,52]hexaheptaconta-1(69),15,17,32,34,49(72),50,52(71),66(70),67,73,75-dodecaene
• CAS: 134940-41-3
• 化学式: C₅₆H₈₀O₂₀
• 分子量: 1073.24
• InChiKey: MFOZAESUDILBOB-UHFFFAOYSA-N

物化性质

• 沸点：
  1074.7±65.0 °C(Predicted)
• 密度：
  1.068±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  76
• 可旋转键数：
  0
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  185
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  tetrakis-p-phenylene[68]crown-20 、 dibenzylammonium hexafluorophosphate 以 正己烷 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  多链和多环假轮烷†

  摘要：

  四种多组分轮烷类复合物的自组装，其中 (a) 三个或四个二苯并[24]冠-8 环环绕线状低聚铵阳离子 [PhCH2(NH2+CH2C6H4CH2)nNH2+CH2Ph]（n = 2 或 3 ）形成多重环绕的假轮烷，或（b）三个或四个二苄基铵离子同时穿过大环聚醚，即tris-p-phenylene[51]crown-15和tetrakis-p-phenylene[68]crown-20 ，给出多链假轮烷，描述。这些超分子实体是由于稳定 [N+H…O] 和 [CH…O] 氢键而产生的，偶尔辅以芳香面对面和边缘到面对面的相互作用，以及 [CH· ··F] 分子间键。这些不同的假轮烷结构在溶液、固态和某些情况下存在的证据，

  DOI：

  10.1021/ja9714806
• 作为产物：
  描述：

  1,4-bis<2-<2-<2-(2-hydroxyethoxy)ethoxy>ethoxy>ethoxy>benzene 在 吡啶 、 四丁基碘化铵 、 cesium triflate 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 tetrakis-p-phenylene[68]crown-20
  参考文献：
  名称：

  Ashton, Peter R.; Brown, Christopher L.; Chrystal, Ewan J. T., Angewandte Chemie, 1991, vol. 103, # 8, p. 1058 - 1061

  摘要：

  DOI：

文献信息

• Peinador, Carlos; Blanco, Victor; Quintela, Jose M., Journal of the American Chemical Society, 2009, vol. 131, p. 920 - 921
  作者：Peinador, Carlos、Blanco, Victor、Quintela, Jose M.

  DOI：——

  日期：——
• Bauer, Martin; Mueller, Walter Manfred; Mueller, Ute, Liebigs Annalen, 1995, # 4, p. 649 - 656
  作者：Bauer, Martin、Mueller, Walter Manfred、Mueller, Ute、Rissanen, Kari、Voegtle, Fritz

  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.
• Multiply Stranded and Multiply Encircled Pseudorotaxanes
  作者：Peter R. Ashton、Matthew C. T. Fyfe、Peter T. Glink、Stephan Menzer、J. Fraser Stoddart、Andrew J. P. White、David J. Williams

  DOI：10.1021/ja9714806

  日期：1997.12.1

  The self-assembly of four multicomponent rotaxane-like complexes, in which either (a) three or four dibenzo[24]crown-8 rings encircle threadlike oligoammonium cations [PhCH2(NH2+CH2C6H4CH2)nNH2+CH2Ph] (n = 2 or 3) to form multiply encircled pseudorotaxanes, or (b) three or four dibenzylammonium ions are threaded simultaneously through large macrocyclic polyethers, viz., tris-p-phenylene[51]crown-15

  四种多组分轮烷类复合物的自组装，其中 (a) 三个或四个二苯并[24]冠-8 环环绕线状低聚铵阳离子 [PhCH2(NH2+CH2C6H4CH2)nNH2+CH2Ph]（n = 2 或 3 ）形成多重环绕的假轮烷，或（b）三个或四个二苄基铵离子同时穿过大环聚醚，即tris-p-phenylene[51]crown-15和tetrakis-p-phenylene[68]crown-20 ，给出多链假轮烷，描述。这些超分子实体是由于稳定 [N+H…O] 和 [CH…O] 氢键而产生的，偶尔辅以芳香面对面和边缘到面对面的相互作用，以及 [CH· ··F] 分子间键。这些不同的假轮烷结构在溶液、固态和某些情况下存在的证据，
• Ashton, Peter R.; Brown, Christopher L.; Chrystal, Ewan J. T., Angewandte Chemie, 1991, vol. 103, # 8, p. 1058 - 1061
  作者：Ashton, Peter R.、Brown, Christopher L.、Chrystal, Ewan J. T.、Parry, Keith P.、Pietraszkiewicz, Marek、et al.

  DOI：——

  日期：——