2-(2-methoxyphenyl)-1,10-phenanthroline | 145578-47-8

• 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: 2-(2-methoxyphenyl)-1,10-phenanthroline
• CAS: 145578-47-8
• 化学式: C₁₉H₁₄N₂O
• 分子量: 286.333
• InChiKey: RFPRMMBKIQSMKQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  35
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(2-methoxyphenyl)-1,10-phenanthroline 在 氢溴酸 作用下， 生成 2-(2-hydroxyphenyl)-1,10-phenanthroline
  参考文献：
  名称：

  钌键配体在催化水氧化过程中氧化衰减的证据

  摘要：

  在设计用于催化水氧化的系统的评估中，硝酸铈铵（CAN）通常用作牺牲电子受体。这种系统的故障源之一是在存在强氧化剂CAN（E ox = +1.71 V）的情况下催化剂的氧化衰减。在了解这种衰减背后的环境方面进展甚微。在这项研究中，我们显示了复合物[Ru（L）（tpy）] +中的1,10-菲咯啉（phen）的2-（2'-羟基苯）衍生物（LH）+（tpy = 2,2'; 6'，2''-吡啶）可以被CAN氧化为2-羧基-苯酚，同时仍与金属结合。实际上，该络合物是非常活泼的水氧化催化剂。LH的苯酚环上并入甲基取代基减慢了氧化衰减，因此减慢了催化氧化。在相同条件下，基于bpy（2,2'-联吡啶）代替phen的类似系统显示出低得多的活性。有人提出水分子与[Ru（L）（tpy）] +的Ru中心缔合和羧酸盐供体解离发生在三价状态。所得的[Ru III -OH 2 ]通过PCET工艺进一步氧化为[Ru IV =

  DOI：

  10.1021/acscatal.6b03278
• 作为产物：
  描述：

  2-methoxyphenyllithium 在 manganese(IV) oxide 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 6.0h， 生成 2-(2-methoxyphenyl)-1,10-phenanthroline
  参考文献：
  名称：

  The co-ordination chemistry of mixed pyridine–phenol and phenanthroline–phenol ligands; effects of π-stacking interactions and ligand rigidity on complex structures

  摘要：

  The crystal structures of [Cu2L22(mu-MeCO2)][PF6], [Ni2L22(mu-MeCO2)(MeCN)2][PF6] and [{NiL1-(HL1)}2][PF6]2.0.5MeCN.0.5Et2O [HL1 is the N,N,O-terdentate ligand 6-(2-hydroxyphenyl)-2,2'-bipyridine; HL2 is the new ligand 2-(2-hydroxyphenyl)-1,10-phenanthroline, an analogue of HL1 containing the more rigid 1,10-phenanthroline unit instead of 2,2'-bipyridyl] were determined. Both [Cu2L22(mu-MeCO2)][PF6] and [Ni2L22(mu-MeCO2)(MeCN)2][PF6] contain two ML2 units, in which the ligand is deprotonated and near-planar, stacked side by side such that the phenolates bridge resulting in M2(mu-O)2 cores in each case, with an additional bridging mu-1,3-acetate. The Ni2(mu-O)2 core is considerably contracted compared to the Cu2(mu-O)2 core, as the apical Cu-O(bridging phenolate) bonds are rather long (2.449 angstrom) due to Jahn-Teller distortion. The proximity of the two ML2 units results in pi-stacking interactions between overlapping sections of the ligands. In contrast, [{NiL1(HL1)}2][PF6]2.0.5MeCN.0.5EtO consists of two pseudo-octahedral NiL1(2) units held together by two strong intermolecular hydrogen bonds between phenolate residues. As a result, sections of the ligands in each monomeric unit are brought into close contact resulting in additional inter-ligand stacking interactions which are optimised by considerable distortions of the ligands from planarity. There are thus two types of non-covalent intermolecular interaction in the dimer which appear to complement each other in a co-operative manner. The differences between the structures are discussed in relation to the different stereoelectronic preferences of the metal ions, and the different steric and electronic properties of the ligands.

  DOI：

  10.1039/dt9920003337

文献信息

• OLED DEVICE EMPLOYING ALKALI METAL CLUSTER COMPOUNDS
  申请人：Begley William J.

  公开号：US20090142618A1

  公开（公告）日：2009-06-04

  The invention provides an OLED device containing certain alkali metal cluster compounds with mixed ligands, such compounds, and methods of making them. In particular, the cluster compound is a neutrally charged mixed cluster compound comprising first and second subunits with the first subunit comprising an alkali metal salt of a nitrogen containing a heterocyclic ligand bearing a anionic hydroxy group and the second subunit consisting of an organic alkali metal salt different than the first subunit.

  该发明提供了一种含有混合配体的碱金属簇合物的OLED装置，以及制备这些化合物的方法。特别地，该簇合物是一种中性混合簇合物，包括第一和第二亚单位，其中第一亚单位包括含有带有阴离子羟基的氮杂环配体的碱金属盐，第二亚单位由不同于第一亚单位的有机碱金属盐组成。
• New rhenium(i) complexes with substituted diimine ligands for highly efficient phosphorescent devices fabricated by a solution process
  作者：Xiaoming Liu、Hong Xia、Wei Gao、Qiaolin Wu、Xiao Fan、Ying Mu、Chunsheng Ma

  DOI：10.1039/c2jm14222h

  日期：——

  A series of new carbonyl rhenium(I) complexes chelated by a substituted 1,10-phenanthroline ligand with the general formula Re(CO)3LCl, where L = 2-(2′-methoxyphenyl)-1,10-phenanthroline (L11), 2-(4′-methoxyphenyl)-1,10-phenanthroline (L22) and 2-(4′-diphenylaminophenyl)-1,10-phenanthroline (L33), have been systemically synthesized. The molecular structure of complex 1 was determined by single crystal X-ray diffraction studies, showing that the complex adopts a distorted octahedral geometry. The electrochemical, photophysical, and thermal properties, as well as the electroluminescent behaviors of three rhenium(I) complexes, were investigated. The solution processable complex 1, 2 or 3 was used as a yellow emitting dopant to fabricate electrophosphorescent devices with a polymer host. The device based on complex 3 exhibits a maximum current efficiency of 12.2 cd A−1 and a peak brightness in excess of 7300 cd m−2, respectively. Even at a high luminance of 5000 cd cm−2 with current density of 81 mA cm−2, the current efficiency of this device remains as high as 6.4 cd A−1. These results represent the best values reported for electophosphorescent devices based on solution processable rhenium(I) complexes.

  一系列由取代的 1,10-菲罗啉配体螯合的新型羰基铼(I)配合物，通式为 Re(CO)3LCl，其中 L = 2-(2′-甲氧基苯基)-1、10-菲罗啉（L11）、2-（4′-甲氧基苯基）-1,10-菲罗啉（L22）和 2-（4′-二苯基氨基苯基）-1,10-菲罗啉（L33）。通过单晶 X 射线衍射研究确定了络合物 1 的分子结构，结果表明该络合物呈扭曲的八面体几何形状。研究了三种铼（I）配合物的电化学、光物理和热学性质以及电致发光行为。可溶液加工的配合物 1、2 或 3 被用作黄色发光掺杂剂，用于制造带有聚合物宿主的电磷光器件。基于络合物 3 的器件分别显示出 12.2 cd A-1 的最大电流效率和超过 7300 cd m-2 的峰值亮度。即使在 5000 cd cm-2 的高亮度和 81 mA cm-2 的电流密度下，该器件的电流效率仍高达 6.4 cd A-1。这些结果代表了基于溶液可加工铼（I）复合物的电磷光器件的最佳值。
• 有机电场变色装置及用于此装置的邻二氮菲 基化合物
  申请人：机光科技股份有限公司

  公开号：CN106986870B

  公开（公告）日：2019-07-12

  本发明提供一种具有菲咯啉基的化合物，和此化合物在作为发光层和/或电子传输层材料、和/或电洞阻挡层材料的磷光发光主体材料、和/或热活化延迟荧光(TADF)的有机电场发光(有机EL)装置材料中的应用。本发明的装置具有高热稳定性、高发光效率、高亮度、长半衰期，并具有良好电荷载子迁移率和优秀的操作耐久性，可降低驱动电压和功率消耗、增加有机EL装置效率和半衰期，在工业实际应用中具有经济优势。
• US8900722B2
  申请人：——

  公开号：US8900722B2

  公开（公告）日：2014-12-02
• US9831444B1
  申请人：——

  公开号：US9831444B1

  公开（公告）日：2017-11-28