1,4-bis-(6-methoxyl-2,2':6',2''-terpyridine-4-yl)benzene | 1004323-28-7

• 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: 1,4-bis-(6-methoxyl-2,2':6',2''-terpyridine-4-yl)benzene
• 英文别名: 2-(6-Methoxypyridin-2-yl)-4-[4-[2-(6-methoxypyridin-2-yl)-6-pyridin-2-ylpyridin-4-yl]phenyl]-6-pyridin-2-ylpyridine
• CAS: 1004323-28-7
• 化学式: C₃₈H₂₈N₆O₂
• 分子量: 600.679
• InChiKey: MZSKOSCMYWWSCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  46
• 可旋转键数：
  8
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  95.8
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  dichlorotetrakis(dimethylsulfoxide)ruthenium(II) 、 1,4-bis-(6-methoxyl-2,2':6',2''-terpyridine-4-yl)benzene 以 乙二醇 为溶剂， 生成
  参考文献：
  名称：

  Metallosupramolecular Polyelectrolytes Self-Assembled from Various Pyridine Ring-Substituted Bisterpyridines and Metal Ions:  Photophysical, Electrochemical, and Electrochromic Properties

  摘要：

  This work presents several metallosupramolecular coordination polyelectrolytes (MEPEs) Self-assembled from rigid, pi-conjugated, pyridine ring functionalized bisterpyridines and metal ions. The MEPEs are water-soluble and display different colors spanning the entire visible regions. Optical, electrochemical, and electrochromic properties of the obtained MEPEs are presented. The results show that the properties are profoundly affected by the nature of the substituents at the peripheral pyridine rings. Namely, MEPEs assembled from the electron-rich OMe group modified ligands exhibit high switching reversibility and stability and show a lower switching potential than the unsubstituted and electron-deficient Br-substituted analogues. The response times can be tuned either by the design of the ligands or by the choice of the metal ions to cover a broad time scale from under 1 s to several minutes. The optical memory is enhanced from 30 s to longer than 15 min as a comparison of unsubstituted and substituted MEPEs shows. Thus, the significantly enhanced stability and the ease of tuning the properties render this type of supramolecular assembly attractive as electrochromic materials for applications in a large variety of areas. Most importantly, we presented the structure-property relationships of MEPEs, which lays the groundwork for further design of new bisterpyridine-based metallosupramolecular functional materials.

  DOI：

  10.1021/ja710380a
• 作为产物：
  描述：

  1,4-bis-(6-bromo-2,2':6',2''-terpyridine-4-yl)benzene 、 sodium methylate 以 甲醇 为溶剂， 反应 48.0h， 以96%的产率得到1,4-bis-(6-methoxyl-2,2':6',2''-terpyridine-4-yl)benzene
  参考文献：
  名称：

  Metallosupramolecular Polyelectrolytes Self-Assembled from Various Pyridine Ring-Substituted Bisterpyridines and Metal Ions:  Photophysical, Electrochemical, and Electrochromic Properties

  摘要：

  This work presents several metallosupramolecular coordination polyelectrolytes (MEPEs) Self-assembled from rigid, pi-conjugated, pyridine ring functionalized bisterpyridines and metal ions. The MEPEs are water-soluble and display different colors spanning the entire visible regions. Optical, electrochemical, and electrochromic properties of the obtained MEPEs are presented. The results show that the properties are profoundly affected by the nature of the substituents at the peripheral pyridine rings. Namely, MEPEs assembled from the electron-rich OMe group modified ligands exhibit high switching reversibility and stability and show a lower switching potential than the unsubstituted and electron-deficient Br-substituted analogues. The response times can be tuned either by the design of the ligands or by the choice of the metal ions to cover a broad time scale from under 1 s to several minutes. The optical memory is enhanced from 30 s to longer than 15 min as a comparison of unsubstituted and substituted MEPEs shows. Thus, the significantly enhanced stability and the ease of tuning the properties render this type of supramolecular assembly attractive as electrochromic materials for applications in a large variety of areas. Most importantly, we presented the structure-property relationships of MEPEs, which lays the groundwork for further design of new bisterpyridine-based metallosupramolecular functional materials.

  DOI：

  10.1021/ja710380a

文献信息

• Synthesis of π-conjugated, pyridine ring functionalized bis-terpyridines with efficient green, blue, and purple emission
  作者：Fu-She Han、Masayoshi Higuchi、Dirk G. Kurth

  DOI：10.1016/j.tet.2008.06.106

  日期：2008.9

  A large variety of rigid, pi-conjugated, pyridine ring functionalized bis-terpyridines are synthesized efficiently using tandem Miyaura/Suzuki-type cross-coupling reaction. Photophysical property study reveals that the absorption and luminescent properties of the obtained bis-terpyridines are profoundly affected by the nature of the functional groups at the peripheral pyridine and the spacers. Namely, by tailoring precisely the Structures, the light-emitting efficiencies of bis-terpyridines can be enhanced significantly with quantum yields (phi(f)) of up to 0.62, and the emission colors can be tuned to display distinct colors including purple, bright blue, and bright green. Consequently, the novel bis-terpyridines are attractive ligands for the assembly of new metallo-supramolecule based functional materials. (C) 2008 Elsevier Ltd. All rights reserved.
• ANISTROPIC DYE LAYER, COORDINATION POLYMER FOR ANISTROPIC DYE LAYER AND POLARIZATION ELEMENT, AND POLARIZATION CONTROL FILM, POLARIZATION CONTROL ELEMENT, MULTI-LAYER POLARIZATION CONTROL ELEMENT, ELLIPSE POLARIZATION PLATE, LIGHT EMISSION ELEMENT, AND METHOD FOR CONTROLLING POLARIZATION PROPERTIES EMPLOYING THE ANISTROPIC DYE LAYER
  申请人：SUZUKI Takatugu

  公开号：US20100142050A1

  公开（公告）日：2010-06-10

  An anisotropic dye layer containing a coordination polymer is disclosed. The a polarization control film containing an oriented dichroic dye in which light absorption spectrum of a molecule is reversibly changed by charge passing are disclosed.
• US8472115B2
  申请人：——

  公开号：US8472115B2

  公开（公告）日：2013-06-25
• Metallosupramolecular Polyelectrolytes Self-Assembled from Various Pyridine Ring-Substituted Bisterpyridines and Metal Ions:  Photophysical, Electrochemical, and Electrochromic Properties
  作者：Fu She Han、Masayoshi Higuchi、Dirk G. Kurth

  DOI：10.1021/ja710380a

  日期：2008.2.1

  This work presents several metallosupramolecular coordination polyelectrolytes (MEPEs) Self-assembled from rigid, pi-conjugated, pyridine ring functionalized bisterpyridines and metal ions. The MEPEs are water-soluble and display different colors spanning the entire visible regions. Optical, electrochemical, and electrochromic properties of the obtained MEPEs are presented. The results show that the properties are profoundly affected by the nature of the substituents at the peripheral pyridine rings. Namely, MEPEs assembled from the electron-rich OMe group modified ligands exhibit high switching reversibility and stability and show a lower switching potential than the unsubstituted and electron-deficient Br-substituted analogues. The response times can be tuned either by the design of the ligands or by the choice of the metal ions to cover a broad time scale from under 1 s to several minutes. The optical memory is enhanced from 30 s to longer than 15 min as a comparison of unsubstituted and substituted MEPEs shows. Thus, the significantly enhanced stability and the ease of tuning the properties render this type of supramolecular assembly attractive as electrochromic materials for applications in a large variety of areas. Most importantly, we presented the structure-property relationships of MEPEs, which lays the groundwork for further design of new bisterpyridine-based metallosupramolecular functional materials.