2-{4-[bis-(4-pyridin-4-yl-phenyl)-amino]-benzylidene}-malononitrile | 1449315-88-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-{4-[bis-(4-pyridin-4-yl-phenyl)-amino]-benzylidene}-malononitrile
• 英文别名: 2-[[4-(4-pyridin-4-yl-N-(4-pyridin-4-ylphenyl)anilino)phenyl]methylidene]propanedinitrile
• CAS: 1449315-88-1
• 化学式: C₃₂H₂₁N₅
• 分子量: 475.552
• InChiKey: MGBPOQCDWMCXCA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  37
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  氰离子 、 2-{4-[bis-(4-pyridin-4-yl-phenyl)-amino]-benzylidene}-malononitrile 在 水 作用下， 生成 2-[4-(4-pyridin-4-yl-N-(4-pyridin-4-ylphenyl)anilino)phenyl]ethane-1,1,2-tricarbonitrile
  参考文献：
  名称：

  A new triphenylamine fluorescent dye for sensing of cyanide anion in living cell

  摘要：

  A triphenylamine-based fluorescent probe 1 with larger Stokes shift (similar to 141 nm) has been synthesized, which can make an efficient nucleophilic addition by reacting with CN- in water. Upon addition of CN-, the red fluorescence of 1 was distinctly quenched. Importantly, 1 exhibits a highly selective response toward CN- over other anions in water and a high sensitivity (detection limit <= 11 nM). More-over, it has potential application to track CN- levels in living cells by confocal laser scanning microscopy (CLSM). (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.011
• 作为产物：
  描述：

  4-[双(4-碘苯基)氨基]苯甲醛 在 四(三苯基膦)钯 、 ammonium acetate 、 caesium carbonate 作用下， 以 溶剂黄146 、 甲苯 为溶剂， 反应 8.0h， 生成 2-{4-[bis-(4-pyridin-4-yl-phenyl)-amino]-benzylidene}-malononitrile
  参考文献：
  名称：

  New Pyridine-anchoring Dyes for p-Type Dye-sensitized Solar Cells

  摘要：

  两种新型吡啶锚定的“推–拉”染料I和II，具有三苯胺供体和不同受体，已被合成用于p型染料敏化太阳能电池（DSSCs），其中在标准全球AM 1.5太阳条件下，染料II的整体转换效率达到了0.14%。

  DOI：

  10.1246/cl.130569

文献信息

• New Pyridine-anchoring Dyes for p-Type Dye-sensitized Solar Cells
  作者：Bin Jin、Wenjun Wu、Xiaoyu Zhang、Fuling Guo、Qiong Zhang、Jianli Hua

  DOI：10.1246/cl.130569

  日期：2013.10.5

  Two new pyridine-anchoring “push–pull” dyes I and II with a triphenylamine donor and different acceptors have been synthesized for p-type dye-sensitized solar cells (DSSCs), in which an overall conversion efficiency with dye II reached 0.14% under standard global AM 1.5 solar conditions.

  两种新型吡啶锚定的“推–拉”染料I和II，具有三苯胺供体和不同受体，已被合成用于p型染料敏化太阳能电池（DSSCs），其中在标准全球AM 1.5太阳条件下，染料II的整体转换效率达到了0.14%。
• Metallacycle-cored supramolecular assemblies with tunable fluorescence including white-light emission
  作者：Mingming Zhang、Shouchun Yin、Jing Zhang、Zhixuan Zhou、Manik Lal Saha、Chenjie Lu、Peter J. Stang

  DOI：10.1073/pnas.1702510114

  日期：2017.3.21

  Light-emitting materials have been widely studied for their promising applications in chemical and biological science. Here we report three phenanthrene-21-crown-7 functionalized fluorescent Pt(II) rhomboidal metallacycles which were then converted into fluorescent supramolecular oligomers by reacting with a bis-ammonium linker. One of these constructs shows concentration-dependent fluorescence in a wide color range, where orange emission at high concentration and blue emission at low concentration was observed. Moreover, at a concentration of 29 µM the same ensemble emits white light that has emerged from the integration of the complementary orange and blue color from the metallacycles and linker, respectively. This study shows how light-emitting materials can be obtained by the proper implementation of multiple orthogonal interactions in a single process.

  发光材料因其在化学和生物科学中的应用前景广泛受到研究。在这里，我们报告了三种苯并-21-冠-7功能化的荧光铂(II)菱形金属环，然后通过与双铵连接剂反应将其转化为荧光超分子寡聚物。其中一种构造物在浓度依赖的范围内显示出广泛的颜色范围的荧光，高浓度时观察到橙色发射，低浓度时观察到蓝色发射。此外，在29 µM的浓度下，相同的整体发射出从金属环和连接剂分别集成的互补橙色和蓝色的白光。这项研究展示了如何通过在单个过程中正确实施多个正交相互作用来获得发光材料。

• A new triphenylamine fluorescent dye for sensing of cyanide anion in living cell
  作者：Yi Qu、Bin Jin、Yi Liu、Yongquan Wu、Lin Yang、Junchen Wu、Jianli Hua

  DOI：10.1016/j.tetlet.2013.07.011

  日期：2013.9

  A triphenylamine-based fluorescent probe 1 with larger Stokes shift (similar to 141 nm) has been synthesized, which can make an efficient nucleophilic addition by reacting with CN- in water. Upon addition of CN-, the red fluorescence of 1 was distinctly quenched. Importantly, 1 exhibits a highly selective response toward CN- over other anions in water and a high sensitivity (detection limit <= 11 nM). More-over, it has potential application to track CN- levels in living cells by confocal laser scanning microscopy (CLSM). (C) 2013 Elsevier Ltd. All rights reserved.