4-hydroxy-2,6-bis(quinolin-8-yl)pyridine | 1136846-34-8

• 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: 4-hydroxy-2,6-bis(quinolin-8-yl)pyridine
• 英文别名: 2,6-di(quinolin-8-yl)pyridin-4-ol
• CAS: 1136846-34-8
• 化学式: C₂₃H₁₅N₃O
• 分子量: 349.392
• InChiKey: HPYYHRCXLZPCST-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.22
• 重原子数：
  27.0
• 可旋转键数：
  2.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.9
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  4-hydroxy-2,6-bis(quinolin-8-yl)pyridine 在 三溴化磷 作用下， 反应 48.0h， 生成
  参考文献：
  名称：

  多功能Ru II聚吡啶型增感剂的高产率合成：配位的实验和计算见解。

  摘要：

  基于功能化的2,6-二（喹啉-8-基）吡啶（dqp）配体的Ru II配合物具有出色的光物理和几何性质，因此表明dqp配体是2,2'-联吡啶（bpy）或2的理想替代物2′：6′，2″-三联吡啶（tpy）。然而，基于多官能团的[Ru（dqp）2 ] 2+的配合物的合成通常是低产率的，迄今为止阻碍了它们的实用价值。在这项研究中，通过基于1 H NMR，MS和密度泛函理论的机理研究，探索并证实了一种通用的高产路线。在前体[Ru（dqp）（MeCN）3 ] 2+与dqp配位过程中，使用高沸点但不那么配位的溶剂（即DMF），所需的反应温度将大大降低（降低30°C）。与tpy相比，dqp的反应速率进一步降低，这在配位过程中被分配给更高的空间需求。即，与以前的方案相比，在60°C时tpy衍生物和在90°C时dqp的配位开始显着温和。该方法的多功能性通过高达90％的多官能化Ru II配合物的高产率合成得到证

  DOI：

  10.1021/acs.inorgchem.9b00847

文献信息

• Facile Synthesis of Bistridentate Ru^II Complexes Based on 2,6-Di(quinolin-8-yl)pyridyl Ligands: Sensitizers with Microsecond ³MLCT Excited State Lifetimes
  作者：Michael Jäger、Rohan J. Kumar、Helmar Görls、Jonas Bergquist、Olof Johansson

  DOI：10.1021/ic802342t

  日期：2009.4.6

  [Ru(dqp)2Cl]+ (28−46%). [Ru(dqp2)Cl]+ was photochemically, or thermally in the presence of AgI, converted to mer-1. By using mer-[Ru(dqp)(MeCN)3] 2+, which was crystallographically characterized, a wide range of homo- and heteroleptic meridional [Ru(dqp)2]2+-based complexes was synthesized in up to 77% yield. The synthetic utility of meridional [Ru(dqp)2]2+-based complexes as building blocks was demonstrated

  研究了基于2,6-二（喹啉-8-基）吡啶基（dqp）配体的子午线双链钌（II）配合物的合成途径。微波辅助合成在200°C时可以高产率（49-87％）制备含有惰性官能团的均化经络[Ru（dqp）2 ] 2+基络合物。应用该协议用于合成聚体-的[Ru（DQP）2 ] 2+（聚体- 1），但将温度降低至180℃并且反应时间短揭示面部异构体的形成顺式，FAC - 1和反式，事实-1（收率分别为56％和12％）。通过NMR光谱和X射线衍射分析表征面部异构体。在逐步操作方案中，Ru（dqp）Cl 3或Ru（dqp）（L）Cl 2（L = MeCN或DMSO）与第二当量dqp的反应以12-26％的收率得到mer - 1和N 5 Cl -配位[Ru（dqp）2 Cl] +（28-46％）。[Ru（dqp 2）Cl] +在Ag I存在下进行了光化学或热反应，转化为mer - 1。通过使用聚体-的[Ru（DQP）（MeCN中）3
• Nitroxide-Mediated Polymerization of Styrenic Triarylamines and Chain-End Functionalization with a Ruthenium Complex: Toward Tailored Photoredox-Active Architectures
  作者：Robert Schroot、Christian Friebe、Esra Altuntas、Sarah Crotty、Michael Jäger、Ulrich S. Schubert

  DOI：10.1021/ma302631f

  日期：2013.3.26

  The preparation of redox-active polymers and the chain-end functionalization with one ruthenium complex was investigated in detail. A series of substituted monomers, i.e., styrenic triarylamines bearing methyl, fluoro, or methoxy substituents, were prepared by a one-pot Hartwig-Buchwald coupling. The nitroxide-mediated polymerization (NMP) was studied by variation of the functional initiators, the monomer-to-initiator ratios, and the solvent. The kinetic analysis of the prototypical methyl-substituted triarylamine shows the controlled polymerization up to 75% conversion, but a considerable decrease of the polymerization rate was observed during the course of the reaction. Both chain-end functionalities of the purified oligomers were subsequently utilized, i.e., the nitroxide to serve as a macroinitiator for an additional NMP step and the chloromethyl group to introduce one ruthenium complex at the chain terminus. The products were analyzed in detail by size-exclusion chromatography, NMR spectroscopy, and mass spectrometry. The optical and electrochemical properties of the prepared poly(triarylamine)s show the application potential as charge transport materials in conjunction with the photoactive ruthenium complex.