4,4'-bis[13-(toluene-4-sulfonyloxy)-2,5,8,11-tetraoxatridecyl]biphenyl | 159349-86-7

• 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: 4,4'-bis[13-(toluene-4-sulfonyloxy)-2,5,8,11-tetraoxatridecyl]biphenyl
• 英文别名: 4,4'-Bis[13-(toluenesulfonyloxy)-2,5,8,11-tetraoxatridecyl]biphenyl
• CAS: 159349-86-7
• 化学式: C₄₄H₅₈O₁₄S₂
• 分子量: 875.068
• InChiKey: UHLCKYYDCCJHOH-UHFFFAOYSA-N

物化性质

• 沸点：
  894.1±65.0 °C(predicted)
• 密度：
  1.215±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.91
• 重原子数：
  60.0
• 可旋转键数：
  33.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  160.58
• 氢给体数：
  0.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  4,4'-bis[13-(toluene-4-sulfonyloxy)-2,5,8,11-tetraoxatridecyl]biphenyl 在 一水合肼 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 4,4'-bis<1,1-<2-(2-(2-(2-aminoethoxy)ethoxy)ethoxy)ethoxy>methylene>-biphenyl
  参考文献：
  名称：

  Armspach, Dominique; Ashton, Peter R.; Moore, Christopher P., Angewandte Chemie, 1993, vol. 105, # 6, p. 944 - 948

  摘要：

  DOI：
• 作为产物：
  描述：

  三缩四乙二醇 在 sodium hydroxide 、 sodium 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 22.0h， 生成 4,4'-bis[13-(toluene-4-sulfonyloxy)-2,5,8,11-tetraoxatridecyl]biphenyl
  参考文献：
  名称：

  Armspach, Dominique; Ashton, Peter R.; Moore, Christopher P., Angewandte Chemie, 1993, vol. 105, # 6, p. 944 - 948

  摘要：

  DOI：

文献信息

• Liquid crystalline paracyclophanes and ansa compounds—series of polyether macrocycles incorporating diacetylene, phenyl, biphenyl, p-terphenyl and 2,5-diphenyl-1,3,4-thiadiazole rigid cores
  作者：Torsten Hegmann、Bernhard Neumann、Raik Wolf、Carsten Tschierske

  DOI：10.1039/b416091f

  日期：——

  Series of different macrocyclic liquid crystals consisting of two rod-like aromatic cores connected at both terminal ends by polyether chains have been synthesised by various macrocyclisation reactions (template assisted etherification, Yamaguchi macrolactonisation, Glaser-coupling reaction). The nature and length of the rigid core have a dominant impact on the liquid crystalline phases formed. A stepwise increase of the length of one of the rigid cores leads to significant mesophase stabilisation, to the induction of lamellar phases and, in general, to wider mesophase ranges. The same types of mesophases but at much reduced transition temperatures are observed when flexible methylene linkages are incorporated into the macrocycles. Parallel pre-organisation of the calamitic cores and micro-segregation of chemically distinct molecular parts are discussed as the main driving forces for the mesophase behaviour of these macrocyclic compounds. Additionally, chiral macrocyclic liquid crystals exhibiting SmC* phases, cholesteric phases and blue phases have been synthesised. In contrast to the cyclophanes, ansa-compounds incorporating only one aromatic core within the macrocycle show either a monotropic nematic phase only or no liquid crystalline behaviour at all. An architecture combining the cyclophane structure with an ansa-unit and a molecule with a non-parallel pre-organisation of rod-like mesogenic cores as well does not show LC phases. The lack of LC behaviour for these compounds might be due to the molecular architecture resulting in a steric disturbance of packing that, in this way, does not allow for segregation of rigid and flexible units into distinct sub-domains.

  由两个棒状芳香核通过聚醚链在两端连接而成的一系列不同的宏环液晶已通过各种宏环化反应合成（模板辅助醚化、山口巨环化反应、格拉泽偶联反应）。刚性核心的性质和长度对形成的液晶相具有显著影响。逐步增加其中一个刚性核心的长度会显著稳定中间相，诱导出层状相，并且总体上扩大了中间相的范围。当将柔性亚甲基链接体引入宏环时，观察到相同类型的中间相，但其相变温度明显降低。讨论了直链核心的平行预先组织和化学不同分子部分的微相分离作为这些宏环化合物中间相行为的主要驱动力。此外，还合成了表现出SmC*相、胆甾相和蓝相的手性宏环液晶。不同于环芳烃，仅在宏环内部包含一个芳香核心的安萨化合物仅显示出单调的向列相或根本没有液晶行为。结合环芳烃结构与安萨单位的架构以及不平行预先组织的棒状介导核心的分子也未显示出液晶相。这些化合物缺乏液晶行为可能是由于分子架构导致的堆积立体障碍，从而不允许刚性和柔性单位分离成不同的子域。
• Synthesis of a [6]rotaxane with singly threaded γ-cyclodextrins as a single stereoisomer
  作者：Jason Yin Hei Man、Ho Yu Au-Yeung

  DOI：10.3762/bjoc.15.177

  日期：——

  A series of hetero [4]-, [5]- and [6]rotaxanes containing both cucurbit[6]uril (CB[6]) and γ-cyclodextrin (γ-CD) as the macrocyclic components have been synthesized via a threading-followed-by-stoppering approach. Due to the orthogonal binding of CB[6] to ammonium and γ-CD to biphenylene/tetra(ethylene glycol), the [n]rotaxanes display a specific sequence of the interlocked macrocycles. In addition

  通过穿线合成了一系列含有葫芦[6]尿素（CB [6]）和γ-环糊精（γ-CD）作为大环组分的杂[4]-，[5]-和[6]轮烷。循序渐进的方法。由于CB [6]与铵和γ-CD与联苯/四（乙二醇）正交结合，[ n ]轮烷显示了互锁的大环的特定序列。另外，尽管γ-CD相对于轴的正交平面不对称，但仅获得一种[6]轮烷的立体异构体。
• Efficient catenane synthesis by cucurbit[6]uril-mediated azide–alkyne cycloaddition
  作者：Antony Wing Hung Ng、Chi-Chung Yee、Kai Wang、Ho Yu Au-Yeung

  DOI：10.3762/bjoc.14.158

  日期：——

  efficient synthesis of a series of [3]catenanes featuring the use of cucurbit[6]uril to simultaneously mediate the mechanical and covalent bond formations. By coupling the mechanical interlocking with covalent macrocyclization, formation of topological isomers is eliminated and the [3]catenanes are formed exclusively in good yields. The efficient access to these [3]catenanes and the presence of other recognition

  我们在这里报告了一系列利用葫芦[6]尿嘧啶同时介导机械和共价键形成的[3] catenanes的有效合成。通过机械联锁与共价大环化偶联，消除了拓扑异构体的形成，仅以高收率形成了[3]邻苯二酚。对这些[3]邻苯二酚的有效利用以及其他识别单元的存在使它们成为构建其他高阶互锁结构的有前途的基石。
• Binuclear cyclopalladated cyclophanes: towards a new family of metallomesogens
  作者：Bernhard Neumann、Torsten Hegmann、Carsten Tschierske、Bernhard Neumann、Raik Wolf

  DOI：10.1039/a706485c

  日期：——

  Macrocyclic liquid crystals consisting of a biphenyl rigid core and a 2-phenylpyrimidine unit are fused by cyclopalladation giving a novel type of metallomesogens with nematic and smectic mesophases.

  由联苯刚性核心和 2-苯基嘧啶单元组成的大环液晶通过环钯化作用融合，产生了一种具有向列型和遮蔽型中间相的新型金属异构体。
• Armspach, Dominique; Ashton, Peter R.; Ballardini, Roberto, Chemistry - A European Journal, 1995, vol. 1, # 1, p. 33 - 55
  作者：Armspach, Dominique、Ashton, Peter R.、Ballardini, Roberto、Balzani, Vincenzo、Godi, Anna、et al.

  DOI：——

  日期：——