1,2-bis(4-pyridyl)hexaphenylbenzene | 1189377-78-3

• 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: 1,2-bis(4-pyridyl)hexaphenylbenzene
• 英文别名: Ph4C6(C6H4C5H4N)2；4-[4-[2,3,4,5-Tetraphenyl-6-(4-pyridin-4-ylphenyl)phenyl]phenyl]pyridine
• CAS: 1189377-78-3
• 化学式: C₅₂H₃₆N₂
• 分子量: 688.871
• InChiKey: SGHJZTJGKQEACZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.8
• 重原子数：
  54
• 可旋转键数：
  8
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [zinc(N4C20H8(C6H3(tert-butyl)2)2)(CC)2]6 、 1,2-bis(4-pyridyl)hexaphenylbenzene 以 氯仿 为溶剂， 生成 Zn6(((CC)2C20H8N4(3,5-di-tert-butylphenyl)2)6)(Ph4C6(C6H4C5H4N)2)
  参考文献：
  名称：

  Stepwise Effective Molarities in Porphyrin Oligomer Complexes: Preorganization Results in Exceptionally Strong Chelate Cooperativity

  摘要：

  Complexes of zinc porphyrin oligomers with multivalent ligands can be denatured by adding a large excess of a monodentate ligand, such as quinuclidine. We have used denaturation titrations to determine the stabilities of the complexes of a cyclic zinc-porphyrin hexamer with multidentate ligands with two to six pyridyl coordination sites. The corresponding complexes of linear porphyrin oligomers were also investigated. The results reveal that the stepwise effective molarities (EMs) for the third through sixth intramolecular coordination events with the cyclic hexamer are extremely high (EM = 10(2)-10(3) M), whereas the values for the linear porphyrin oligomers are modest (EM approximate to 0.05 M). The speciation profiles for the denaturation reactions demonstrate that intermediate species are not significantly populated and that these equilibria are well described by a highly cooperative two-state model.

  DOI：

  10.1021/ja209254r
• 作为产物：
  描述：

  1-溴-4-[1,2-二溴-2-(4-溴苯基)乙基]苯 在 bis-triphenylphosphine-palladium(II) chloride 、 sodium ethanolate 、 碳酸氢钠 作用下， 反应 24.0h， 生成 1,2-bis(4-pyridyl)hexaphenylbenzene
  参考文献：
  名称：

  Stepwise Effective Molarities in Porphyrin Oligomer Complexes: Preorganization Results in Exceptionally Strong Chelate Cooperativity

  摘要：

  Complexes of zinc porphyrin oligomers with multivalent ligands can be denatured by adding a large excess of a monodentate ligand, such as quinuclidine. We have used denaturation titrations to determine the stabilities of the complexes of a cyclic zinc-porphyrin hexamer with multidentate ligands with two to six pyridyl coordination sites. The corresponding complexes of linear porphyrin oligomers were also investigated. The results reveal that the stepwise effective molarities (EMs) for the third through sixth intramolecular coordination events with the cyclic hexamer are extremely high (EM = 10(2)-10(3) M), whereas the values for the linear porphyrin oligomers are modest (EM approximate to 0.05 M). The speciation profiles for the denaturation reactions demonstrate that intermediate species are not significantly populated and that these equilibria are well described by a highly cooperative two-state model.

  DOI：

  10.1021/ja209254r

文献信息

• Probing Flexibility in Porphyrin-Based Molecular Wires Using Double Electron Electron Resonance
  作者：Janet E. Lovett、Markus Hoffmann、Arjen Cnossen、Alexander T. J. Shutter、Hannah J. Hogben、Christopher W. M. Kay、Christiane R. Timmel、Harry L. Anderson

  DOI：10.1021/ja905796z

  日期：2009.9.30

  butadiyne-linked zinc porphyrin oligomers, with one, two, three, and four porphyrin units and lengths of up to 75 A, have been spin-labeled at both ends with stable nitroxide TEMPO radicals. The pulsed EPR technique of double electron electron resonance (DEER) was used to probe the distribution of intramolecular end-to-end distances, under a range of conditions. DEER measurements were carried out at 50 K in two

  一系列丁二炔连接的锌卟啉低聚物，具有一个、两个、三个和四个卟啉单元，长度高达 75 A，已在两端用稳定的氮氧 TEMPO 自由基进行自旋标记。双电子电子共振 (DEER) 的脉冲 EPR 技术用于在一系列条件下探测分子内端到端距离的分布。DEER 测量在 50 K 下在两种类型的稀溶液玻璃中进行：氘代甲苯（含 10% 氘代吡啶）和氘代邻三联苯（含 5% 4-苄基吡啶）。卟啉低聚物与单齿配体（吡啶或4-苄基吡啶）的复合物主要采用线性构象。在玻璃化转变温度较低的溶剂中，非线性构象较少。当低聚物结合星形多齿配体时，它们被迫弯曲成非线性几何形状，这些复合物的实验端到端距离与分子力学计算的结果相匹配。我们的结果表明，基于卟啉的分子线具有形状持久性，但它们的形状可以通过与多价配体结合而变形。还研究了自组装梯形 2:2 复合物，以说明 DEER 测量的范围，以提供有关合成非共价纳米结构的结构信息。