1-(4-methylphenyl)-4,4′-bipyridinium chloride | 1161410-73-6

• 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-methylphenyl)-4,4′-bipyridinium chloride
• 英文别名: 1-(4-Methylphenyl)-4-pyridin-4-ylpyridin-1-ium;chloride
• CAS: 1161410-73-6
• 化学式: C₁₇H₁₅N₂*Cl
• 分子量: 282.772
• InChiKey: MBLZUWRRMWORJX-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.34
• 重原子数：
  20.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  16.77
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  1-(4-methylphenyl)-4,4′-bipyridinium chloride 、 碘甲烷 以 乙醇 为溶剂， 反应 24.0h， 生成 1-(4-methylphenyl)-1'-methyl-4,4'-bipyridine-1,1'-diium chloride
  参考文献：
  名称：

  Cucurbituril Complexes of Viologens Bound to TiO₂ Films

  摘要：

  Methylviologen (1,1'-dimethyl-4,4'-bipyridinium dichloride, MV2+, 1) and a newly synthesized viologen derivative (1-methyl-1'-p-tolyl-4,4'-bipyridinium dichloride, MTV2+, 2) were encapsulated in a macrocyclic host, cucur[7]bituril, CB[7]. The complexes MV2+@)CB[7] and MTV2+@CB[7] were physisorbed on the surface of TiO2 nanoparticles films. Viologens 1 or 2, which do not have anchoring group substituents, did not bind to the films in the absence of CB[7]. The complexation into CB[7] was monitored by H-1 NMR spectra in D2O solutions, which showed an upfield shift of the viologen protons upon encapsulation. TiO2 films functionalized with the complexes were studied by FT-IR-ATR and UV-vis absorption. The electrochemical and spectroelectrochemical properties of MV2+@CB[7] and MTV2+@CB[7] were studied in solution and in electrochromic windows, where the complexes were bound to TiO2 films cast on FTO. The windows prepared front MV2+@CB[7]/TiO2/FTO and MTV2+@CB[7]/TiO2/FTO electrodes showed reversible, sharp (colorless to purple), and fast color switching upon application of -0.8 V. Electrochromic behavior was not observed in control windows prepared in the absence of CB[7].

  DOI：

  10.1021/la904671w
• 作为产物：
  描述：

  4,4'-联吡啶 以 乙醇 、 乙腈 为溶剂， 反应 144.0h， 生成 1-(4-methylphenyl)-4,4′-bipyridinium chloride
  参考文献：
  名称：

  BLACK ELECTROCHROMIC COMPOUND, AND ELECTROLYTE-INTEGRATED RADIATION CURABLE ELECTROCHROMIC COMPOSITION AND ELECTROCHROMIC DEVICE WHICH CONTAIN SAME

  摘要：

  本发明涉及一种电致变色化合物，以及包括该化合物的电致变色组合物和电致变色器件。根据本发明的电致变色化合物可以实现出色的黑色着色效果和优秀的固化特性，因此可以在电致变色器件中具有优势地应用。

  公开号：

  US20190389839A1

文献信息

• Synthesis and characterization of a group of new medium responsive non-symmetric viologens. Chromotropism and structural effects
  作者：Raffaello Papadakis、Ioanna Deligkiozi、Athanase Tsolomitis

  DOI：10.1016/j.dyepig.2012.06.013

  日期：2012.12

  contain active methylene moieties being capable to act as hydrogen bond donors (HBD) and interact in solution with various solvents, the latter acting as hydrogen bond acceptors (HBA). These specific solute-solvent interactions result in intense coloration of the resulting solutions. The chromotropic behavior of these compounds is triggered by basic solvents, and no significant change in color is observed

  合成了一组新的非对称紫精，并使用各种技术对其进行了光谱表征。这些紫罗兰素含有能够充当氢键供体（HBD）并与各种溶剂在溶液中相互作用的活性亚甲基部分，后者充当氢键受体（HBA）。这些特定的溶质-溶剂相互作用导致所得溶液强烈着色。这些化合物的变色行为是由碱性溶剂触发的，在较差的HBA溶剂（如几种醇）中未观察到颜色的显着变化。研究了溶液颜色对溶剂极性参数的依赖性（溶剂变色）。已经使用了表示溶剂的双极性/极化性和碱性的溶剂极性参数。
• Study of the correlations of the MLCT Vis absorption maxima of 4-pentacyanoferrate- 4′-arylsubstituted bispyridinium complexes with the Hammett substituent parameters and the solvent polarity parameters<i>E</i>_<i>T</i>^<i>N</i>and AN
  作者：Raffaello Papadakis、Athanase Tsolomitis

  DOI：10.1002/poc.1514

  日期：2009.5

  substituted bispyridinium salts have been synthesized using 2,4‐dinitrophenyl‐ bispyridinium chloride as the starting material, which was arenamine exchanged via the Zincke reaction. These aromatic heterocyclic salts were used as ligands, acting as Lewis bases to form a series of 4‐pentacyanoferrate‐4′‐aryl substituted bispyridinium complex salts in high yields. The complex salts were characterized using

  在这项工作中，使用2,4-二硝基苯基-双吡啶鎓氯化物作为起始原料合成了六种新的4-芳基取代的双吡啶鎓盐，该芳烃是通过Zincke反应交换的芳胺。这些芳族杂环盐用作配体，充当路易斯碱，以高收率形成一系列4-戊酰基高铁酸酯-4'-芳基取代的双吡啶络合物盐。使用几种光谱技术（包括1 H和13 C NMR光谱，UV-Vis和FTIR分光光度法）对络合盐进行了表征。这些材料具有许多有趣的电子和光学特性。在此，我们主要集中于这些材料的电子吸收。这些材料的可见金属-配体电荷转移（MLCT）谱带指定为dπ（Fe II）→  π *（L）被证明受（配合物苯环的）取代基变化的影响，但主要受溶剂极性变化的影响。很小的溶剂极性变化（例如，水到甲醇）引起的带隙甚至达到4000 cm -1。在四种质子传递溶剂（水，2,2,2-三氟乙醇，乙二醇和甲醇）中研究了Vis吸收光谱。然后该取代基的效果，使用的哈米特方程，其具有
• A pH‐ and Metal‐Actuated Molecular Shuttle in Water
  作者：Amine Kriat、Simon Pascal、Brice Kauffmann、Yann Ferrand、David Bergé‐Lefranc、Didier Gigmes、Olivier Siri、Anthony Kermagoret、David Bardelang

  DOI：10.1002/chem.202300633

  日期：2023.6.13

  linear and pH-responsive guest molecule for CB[7] resulted in significant changes of binding modes. Modulation of pH or addition of Ag+ cations enabled (i) ring translocation, (ii) ring shuttling and (iii) control over host:guest stoichiometry.

  在 CB[7] 的刚性、线性和 pH 响应性客体分子上接枝小的疏水基团导致结合模式发生显着变化。调节 pH 值或添加 Ag +阳离子可实现 (i) 环易位，(ii) 环穿梭和 (iii) 控制主体：客体化学计量。