4'-(4"-carboxyphenyl)-6'-phenyl-2,2'-bipyridine

• 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: 4'-(4"-carboxyphenyl)-6'-phenyl-2,2'-bipyridine
• 英文别名: 4'-(4-carboxyphenyl)-6'-phenyl-2,2'-bipyridine；4-carboxyphenyl-6-phenyl-2,2'-bipyridine；4-(2-Phenyl-6-pyridin-2-ylpyridin-4-yl)benzoic acid
• 化学式: C₂₃H₁₆N₂O₂
• 分子量: 352.392
• InChiKey: QAMAEMFRNXBNJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  63.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  二(氰基苯)二氯化钯 、 4'-(4"-carboxyphenyl)-6'-phenyl-2,2'-bipyridine 以 甲醇 、 苯 为溶剂， 以88%的产率得到[Pd(II)(4-carboxyphenyl-6-phenyl-2,2'-bipyridine)Cl]
  参考文献：
  名称：

  具有氢键合功能的6-苯基-2,2'-联吡啶的发光环缩醛配合物

  摘要：

  使用三齿配体4-羧基-6-苯基-2,2'-联吡啶（HL1）制备环金属化的Pd（II）络合物[Pd（L1）Cl]（1）。类似的配体可有效形成[Pd（L2）Cl]（2）和[Pd（L3）Cl]（3）（其中HL2 = 4-羧基苯基-6-苯基-2,2'-联吡啶，HL3 = 4-羟基苯基-6-苯基-2,2'-联吡啶）。通过X射线衍射确定了[Pd（L1）Cl]·H 2 O的晶体结构，揭示了杂色排列的H键基序和π堆积。[Pd（L1）Cl]分子以二聚体缔合，二聚体内部Pd···Pd距离为3.27Å，而二聚体之间以5.41Å的二聚体Pd···Pd触点隔开。所有复合物1 - 3在77 K时表现出强烈的发光，寿命在10-200μs范围内。发光被分配为1和3的金属扰动的三重态以配体为中心的（LC）激发态（部分与上层金属到配体的电荷转移（MLCT）混合）和2的激子激发态。室温固态发光也显示为1（分别为650 nm和1

  DOI：

  10.1021/om020204j

文献信息

• Novel Dinuclear Luminescent Compounds Based on Iridium(III) Cyclometalated Chromophores and Containing Bridging Ligands with Ester-Linked Chelating Sites
  作者：Francesco Neve、Alessandra Crispini、Scolastica Serroni、Frédérique Loiseau、Sebastiano Campagna

  DOI：10.1021/ic000212x

  日期：2001.3.1

  The syntheses and study of the spectroscopic, redox, and photophysical properties of a new set of species based on Ir(III) cyclometalated building blocks are reported. This set includes three dinuclear complexes, that is, the symmetric (with respect to the bridging ligand) diiridium species [(ppy)(2)Ir(mu-L-OC(O)-C(O)O-L)Ir(ppy)(2)][PF(6)](2) (5; ppy = 2-phenylpyridine anion; L-OC(O)-C(O)O-L = bis[4-(6'-phenyl-2

  报告了基于Ir（III）环金属化砌块的一组新物种的光谱，氧化还原和光物理性质的合成和研究。这套化合物包括三个双核络合物，即对称的（相对于桥接配体）二铱物质[（ppy）（2）Ir（mu-L-OC（O）-C（O）OL）Ir（ppy） （2）] [PF（6）]（2）（5; ppy = 2-苯基吡啶阴离子； L-OC（O）-C（O）OL =双[4-（6'-苯基-2,2' -联吡啶-4'-基）苯基]-苯-1,4-二羧酸酯），不对称二铱物种[（ppy）（2）Ir（mu-L-OC（O）-L）Ir（ppy）（2 ）] [PF（6）]（2）（3; L-OC（O）-L = 4-（[[（6'-苯基-2,2'-联吡啶-4'-基）苯甲酰氧基]苯基）- 6'-苯基-2,2'-联吡啶）和混合金属Ir-Re物种[（ppy）（2）Ir（mu-L-OC（O）-L）Re（CO）（3）Br ] [PF（6）]（4）。合成，表征以
• Bipyridine metal complexes for use as light-emitting material
  申请人：Nazeeruddin Mohammad Khaja

  公开号：US20100174078A1

  公开（公告）日：2010-07-08

  The present invention relates to light emitting materials comprising novel ortho-metalated transition metal complexes [ĈN] 2 M[N̂N] comprising two orthometalated ligands (ĈN ligands) and a neutral bidentate bipyridine ligand (N̂N). Surprisingly, it has been found that when the metal binds both orthometalated chelate ĈN ligands and a neutral bidentate bipyridine ligand (N̂N), these ligands participate in the emission process, thus greatly improving the red emission efficiency of complexes [ĈN] 2 M[N̂N]. The present invention further relates to the use of such light emitting materials and an organic light emitting device comprising such light emitting material.

  本发明涉及包括新型正金属化的过渡金属配合物[ĈN]2M[N̂N]的发光材料，该配合物包括两个正金属化配体（ĈN配体）和一个中性双齿联吡啶配体（N̂N）。令人惊讶的是，当金属同时结合两个正金属化螯合ĈN配体和一个中性双齿联吡啶配体（N̂N）时，这些配体参与发射过程，从而大大提高了配合物[ĈN]2M[N̂N]的红色发射效率。本发明进一步涉及使用这种发光材料和包括这种发光材料的有机发光器件。
• Metal-Containing Amphiphiles: Orthometallated Iridium(III) Complexes with Substituted 6′-Phenyl-2,2′-bipyridines
  作者：Francesco Neve、Alessandra Crispini

  DOI：10.1002/(sici)1099-0682(200005)2000:5<1039::aid-ejic1039>3.0.co;2-2

  日期：2000.5
• Synthesis, Structure, Photophysical Properties, and Redox Behavior of Cyclometalated Complexes of Iridium(III) with Functionalized 2,2‘-Bipyridines
  作者：Francesco Neve、Alessandra Crispini、Sebastiano Campagna、Scolastica Serroni

  DOI：10.1021/ic981308i

  日期：1999.5.1

  The new functionalized polypyridine ligands 4'-(4-chlorophenyl)-6'-phenyl-2,2'-bipyridine (clpbpy), 4'-(4-tolyl)6'-phenyl-2,2'-bipyridine (tpbpy), and 4'-(4-carboxyphenyl)-6'-phenyl-2,2'-bipyridine (cpbpy), together with the known 4'-(4-hydroxyphenyl)-6'-phenyl-2,2'-bipyridine (hpbpy) and 4'-(4-tolyl)-2,2':6',2 "-terpyridine (ttpy) have been used to prepare a new series of Ir(III) cyclometalated compounds [Ir(ppy)(2)(HL-X)][PF6] (ppy is the monoanion of 2-phenylpyridine; HL-X = hpbpy (1), clpbpy (2), tpbpy (3), cpbpy (4), and ttpy (5)). All the new species have been characterized by IR and H-1 NMR, and the crystal structure of 4 is also presented and discussed. All the metal complexes exhibit oxidation mainly centered on an orbital derived from an Ir-(C-) sigma-bond and ligand-centered reduction processes; all of them are luminescent from (MLCT)-M-3 levels both at 77 K in a rigid matrix and at 298 K in fluid solution. The redox and absorption properties are more or less insensitive to the remote substituents on the rotationally free 4'-phenyl ring, whereas fine-tuning of the luminescence properties is observed on changing substituents. The results show that the "energy gap law" for radiationless decay in the weak coupling limit is obeyed by this series of complexes, when complex 5 is excluded. Interestingly, the slope of the linear relationship between In k(nr) and the emission energy at room temperature is significantly smoother than that reported for other luminescent polypyridine complexes containing different metals. Because of the high luminescence quantum yield and the presence of functionalities in the polypyridine ligand framework, the complexes reported may be considered as useful building blocks for light- and odor-active, multicomponent supramolecular systems.
• BIPYRIDINE METAL COMPLEXES FOR USE AS LIGHT-EMITTING MATERIAL
  申请人：SOLVAY

  公开号：EP2155765A1

  公开（公告）日：2010-02-24