m-bis(2-(p-hydroxyphenyl)-1,10-phenanthrolinyl)benzene | 159726-86-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: m-bis(2-(p-hydroxyphenyl)-1,10-phenanthrolinyl)benzene
• 英文别名: 4-[9-[3-[9-(4-Hydroxyphenyl)-1,10-phenanthrolin-2-yl]phenyl]-1,10-phenanthrolin-2-yl]phenol
• CAS: 159726-86-0
• 化学式: C₄₂H₂₆N₄O₂
• 分子量: 618.694
• InChiKey: NZAXWIGXBWOIFV-UHFFFAOYSA-N

物化性质

• 密度：
  1.354±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.9
• 重原子数：
  48
• 可旋转键数：
  4
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  92
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-氯乙氧基乙醇 、 m-bis(2-(p-hydroxyphenyl)-1,10-phenanthrolinyl)benzene 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以97%的产率得到
  参考文献：
  名称：

  Efficient synthesis of a molecular knot by copper(I)-induced formation of the precursor followed by ruthenium(II)-catalysed ring closing metathesis

  摘要：

  通过钌（II）催化的闭环甲烷化反应（RCM），以两个铜（I）中心为模板构建的、带有四个末端烯烃的双链螺旋被转化为三叶虫结，收率为 74%；环烯烃可以通过催化氢化定量还原，从而得到铜（I）络合的 82 元结环。

  DOI：

  10.1039/a704970f
• 作为产物：
  描述：

  1,3-二溴苯 在 manganese(IV) oxide 、 叔丁基锂 、 吡啶盐酸盐 作用下， 反应 4.0h， 生成 m-bis(2-(p-hydroxyphenyl)-1,10-phenanthrolinyl)benzene
  参考文献：
  名称：

  分子复合结

  摘要：

  分子复合结是由过渡金属组装的前体通过 Glaser 炔偶联反应制备的。模板金属是铜 (I)，并入最终结构的配位片段是 1,10-菲咯啉型螯合物。这些化合物是复合结，而不是主要结，例如经典的三叶结。通过在环二聚反应中结合两个连接的开链片段，最简单的复合结可以作为两种拓扑非对映异构体的混合物获得。用于表示平面中分子的最小交叉点数为 6。由于缠结前体的复杂性和几种环化的可能性，复合结的形成率仅为中等（~3%）。另一方面，

  DOI：

  10.1021/ja961459p

文献信息

• A Trefoil Knotted Polymer Produced through Ring Expansion
  作者：Peng-Fei Cao、Joey Mangadlao、Rigoberto Advincula

  DOI：10.1002/anie.201411623

  日期：2015.4.20

  A synthetic strategy is reported for the production of a trefoil knotted polymer from a copper(I)‐templated helical knot precursor through ring expansion. The expected changes in the properties of the knotted polymer compared to a linear analogue, for example, reduced hydrodynamic radius and lower intrinsic viscosity, together with an atomic force microscopy (AFM) image of individual molecular knots

  报道了一种合成策略，该合成策略是通过扩环从以铜（I）为模板的螺旋结前驱体生产三叶结的聚合物。与线性类似物相比，打结的聚合物的预期性能变化，例如减小的流体动力学半径和较低的特性粘度，以及单个分子打结的原子力显微镜（AFM）图像，证实了形成的三叶形打结的形成聚合物。此处采用的策略可用于利用新架构丰富各种可用的聚合物。
• Synthesizing a Trefoil Knotted Block Copolymer via Ring-Expansion Strategy
  作者：Peng-Fei Cao、Li-Han Rong、Joey Dacula Mangadlao、Rigoberto C. Advincula

  DOI：10.1021/acs.macromol.6b02029

  日期：2017.2.28

  A synthetic trefoil knotted poly(ε-caprolatone)-block-poly(l-lactide) (TK-PLA-b-PCL) is synthesized via a ring-expansion strategy from a trefoil knotted tin (Sn) initiator. Ring-closing reaction between the bis-copper(I) templated phenanthroline complex and dibutyldimethoxytin results in a templated trefoil knotted initiator. The bis-copper(I) templated trefoil knotted poly(l-lactide) (TK-PLA) can

  一种合成三叶打结聚（ε-己内酯） -嵌段-聚（升-丙交酯）（TK-PLA- b -PCL）通过从三叶草打结锡（Sn）的引发剂的环状扩张策略合成。双铜（I）模板菲咯啉配合物与二丁基二甲氧基锡之间的闭环反应导致模板三叶打结的引发剂。双铜（I）模板三叶打结的聚（l-丙交酯）（TK-PLA）可以通过l的开环聚合来合成-丙交酯单体和模板化TK-PLA的分解反应将生成真正的TK-PLA，而不受铜模板的限制。随后在双铜（I）模板化的TK-PLA中插入ε-己内酯，形成模板化的三叶结的嵌段共聚物，即TK-PLA- b - PCL，并且无铜的TK- PLA - b - PCL可以是通过解络反应获得。TK-PLA和TK-PLA- b -PCL均通过1 H NMR，FT-IR，UV-vis，DLS和GPC分析。
• POLYMER ELECTROLYTE COMPOSITION, AND POLYMER ELECTROLYTE MEMBRANE, MEMBRANE ELECTRODE COMPLEX AND SOLID POLYMER-TYPE FUEL CELL EACH PRODUCED USING SAME
  申请人：TORAY INDUSTRIES, INC.

  公开号：US20150295262A1

  公开（公告）日：2015-10-15

  The present invention provides: a polymer electrolyte composition which can achieve excellent proton conductivity under slightly humidified conditions, excellent mechanical strength and excellent physical durability, has excellent practicality, and can be produced using a nitrogen-containing additive, wherein the nitrogen-containing additive can prevent the elution of the additive under a strongly acidic atmosphere during the operation of a fuel cell, has excellent chemical stability so as to tolerate a strongly acidic atmosphere, can be dissolved in various general-purpose organic solvents, has superior processability, can be mixed with an ionic-group-containing polymer, can prevent the occurrence of phase separation during the formation of a film, and can prevent the formation of an island-in-sea-like phase separation structure or the occurrence of bleeding out during the formation of a film; and a polymer electrolyte membrane, a membrane electrode assembly and a polymer electrolyte fuel cell, each of which is produced using the polymer electrolyte composition. The polymer electrolyte composition according to the present invention comprises at least an ionic-group-containing polymer (A) and a nitrogen-containing additive (B), said polymer electrolyte composition being characterized in that the nitrogen-containing additive (B) is represented by a specific structural formula.

  本发明提供了一种聚合物电解质组成物，该组成物在轻微湿润条件下能够实现优异的质子导电性能、优异的机械强度和优异的物理耐久性，具有优异的实用性，并且可以使用含氮添加剂进行制备，其中，该含氮添加剂可以在燃料电池运行时防止添加剂在强酸性气氛下析出，具有优异的化学稳定性以耐受强酸性气氛，可以溶解在各种通用有机溶剂中，具有优越的加工性能，可以与含离子基聚合物混合，并且可以防止在膜形成期间发生相分离，并且可以防止在膜形成期间形成类似于海岛-海洋的相分离结构或者出现出血现象；以及使用该聚合物电解质组成物制备的聚合物电解质膜、膜电极组件和聚合物电解质燃料电池。本发明的聚合物电解质组成物包括至少一种含离子基的聚合物(A)和一种含氮添加剂(B)，所述聚合物电解质组成物的特点是该含氮添加剂(B)由一种特定的结构式表示。
• A Dicopper(I) Trefoil Knot withm-Phenylene Bridges between the Ligand Subunits: Synthesis, Resolution, and Absolute Configuration
  作者：Christiane Dietrich-Buchecker、Gwénaël Rapenne、Jean-Pierre Sauvage、André De Cian、Jean Fischer

  DOI：10.1002/(sici)1521-3765(19990503)5:5<1432::aid-chem1432>3.0.co;2-c

  日期：1999.5.3

  A molecular trefoil knot, constructed around two copper(I) centres used as a template, has been synthesized in 29% yield (cyclization step) by the use of 1,3-phenylene spacers between the 1.10-phenanthroline subunits; the double stranded helical precursor complex is formed quantitatively. This latest improvement allowed us to prepare this topologically chiral molecule on a large scale and hence to undertake the resolution of its enantiomers. The resolution technique is based on crystallization of diastereomers with an enantiomerically pure chiral counterion, (S)-(+)-1,1'-binaphtyl-2,2'-diyl phosphate [(+)BNP-]. After anion exchange, several tens of milligrams of each enantiomer were isolated, with an excellent enantiomeric excess (ee > 98%). The optical purity was determined by H-1 NMR and circular dichroism (CD) spectroscopy. The absolute configuration was established on the basis of an X-ray diffraction study, the dextrorotatory knot corresponding to the left-handed knot. Demetallation with excess KCN yielded the free ligand, which could subsequently be, remetallated with silver(I) or copper(I). The chiroptical properties of each species are reported.
• Copper(I)- or Iron(II)-Templated Synthesis of Molecular Knots Containing Two Tetrahedral or Octahedral Coordination Sites
  作者：Gwénaël Rapenne、Christiane Dietrich-Buchecker、Jean-Pierre Sauvage

  DOI：10.1021/ja982239+

  日期：1999.2.1

  Molecular trefoil knots have been prepared from metal-assembled precursors using the ring closing metathesis (RCM) cyclization methodology. The templating metal is either copper(I) or iron(II) and the coordinating fragments 1,10-phenanthroline or 2,2':6',2 "-terpyridine, respectively. The RCM approach, newly applied to the field of catenanes and knots, represents a spectacular synthetic improvement in terms of yield and experimental conditions (no high dilution required). The dicopper(I) trefoil knot has been synthesized in a 74% yield. A similar approach also led to the first knot constructed around two iron(II) bis(terpyridine) moieties, demonstrating that iron(II) can also be used as a highly efficient template. Moreover, for both Cu(I) and Fe(II) knots, it has been possible to quantitatively reduce the cyclic olefins formed during the macrocyclization by catalytic (Pd/C) hydrogenation. An X-ray structure of the double helix of iron(II) bis(1,2-bis(5-(5 "-methyl-2,2':6',2 "-terpyridinyl))ethane) is given which shows that the double-stranded helical precursor is well predisposed for the formation of a molecular knot.