4'-(4-hydroxyphenyl)-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-hydroxyphenyl)-6'-phenyl-2,2'-bipyridine
• 英文别名: 4-(4-hydroxyphenyl)-6-phenyl-2,2'-bipyridine；4-hydroxyphenyl-6-phenyl-2,2'-bipyridine；HOPhbpyPh；Hhpbpy；4-(4-Hydroxyphenyl)-6-phenyl-2,2-bipyridine；4-(2-phenyl-6-pyridin-2-ylpyridin-4-yl)phenol
• 化学式: C₂₂H₁₆N₂O
• 分子量: 324.382
• InChiKey: LKCJYALCMRAZCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  二(氰基苯)二氯化钯 、 4'-(4-hydroxyphenyl)-6'-phenyl-2,2'-bipyridine 以 甲醇 、 苯 为溶剂， 以95%的产率得到[Pd(II)(4-hydroxyphenyl-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

• Excited States of Ru(II) and Re(I) Bipyridyl Complexes Attached to Cyclotriphosphazenes: A Synthetic, Spectroscopic, and Computational Study
  作者：Raphael Horvath、Carl A. Otter、Keith C. Gordon、Andrew M. Brodie、Eric W. Ainscough

  DOI：10.1021/ic902171j

  日期：2010.5.3

  cyclotriphosphazene ligands substituted with pendant 2,2′-bipyridyl moieties, namely, bis[(1,1′-biphenyl)-2,2′-dioxy](2,2′-bipyridyl-3,3′-dioxy)cyclotriphosphazene (L1), bis[(1,1′-biphenyl)-2,2′-dioxy][bis4-(2,2′-bipyridin)-4-yl-phenyoxy}]cyclotriphosphazene (L2), (pentaphenoxy)[4-(2,2′-bipyridin)-4-yl-phenyoxy]cyclotriphosphazene (L3), and (pentaphenoxy) [4-6-phenyl(2,2′-bipyridin)-4-yl}-phenoxy]cyclotriphosphazene

  一系列新的环三磷腈配体被侧链的2,2'-联吡啶基部分取代，即双[（1,1'-联苯）-2,2'-二氧基]（2,2'-联吡啶-3,3'-二氧]环三磷腈（L 1），双[（1,1'-联苯）-2,2'-二氧] [双4-（2,2'-联吡啶）-4-基-苯氧基}]环三磷腈（L 2），（五苯氧基）[4-（2,2'-联吡啶）-4-基-苯氧基]环三磷腈（L 3）和（五苯氧基）[4- 6-苯基（2,2'-联吡啶））-已使用4-yl}-苯氧基]环三磷腈（L 4）合成钌（II）和rh（I）配合物[（L）Ru（bpy）2 ]（PF 6）4（L = L 1或L 3），[（L 2）Ru（bpy）2} 2 ]（PF 6）4，[（L）Re（CO）3 Cl]（L = L 1，L 3或L 4）和[（L 2）Re（CO）3 Cl} 2 ]。[（L 1）Re（CO）3 Cl]和[（L 4）Re（CO）3 Cl]的单晶X射线结构
• Spectroscopic Studies of Phosphazene Polymers Containing Photoluminescent Metal Complexes
  作者：Eric W. Ainscough、Harry R. Allcock、Andrew M. Brodie、Keith C. Gordon、Mark D. Hindenlang、Raphael Horvath、Carl A. Otter

  DOI：10.1002/ejic.201100341

  日期：2011.9

  6-phenyl-2,2′-bipyridyl moieties, namely L1 [N3P3(OPh)5(OPhbpyPh)], L2 [N3P3(biph)2(OPhbpyPh)2], L3 [N3P3(tBubiph)2(OPhbpyPh)2], L4 [N3P3(biph)2(OPhbpyPh)Cl] and L5 [N3P3(biph)2(OPhbpyPh)(OPh)] [OPhbpyPh = 4-(4-phenoxy)-6-phenyl-2,2′-bipyridine, OPh = phenoxy, biph = 2,2′-oxybiphenyl and tBubiph = 4,4′-di-tert-butyl-2,2′-oxybiphenyl], have been used to synthesise the new cyclometallated palladium(II) and platinum(II)

  一系列具有侧链 6-苯基-2,2'-联吡啶基团的小磷腈配体，即 L1 [N3P3(OPh)5(OPhbpyPh)]、L2 [N3P3(biph)2(OPhbpyPh)2]、L3 [N3P3( tBubiph)2(OPhbpyPh)2]、L4 [N3P3(biph)2(OPhbpyPh)Cl] 和 L5 [N3P3(biph)2(OPhbpyPh)(OPh)] [OPhbpyPh = 4-(4-苯氧基)-6-苯基-2,2'-联吡啶，OPh = 苯氧基，biph = 2,2'-oxybiphenyl 和 tBubiph = 4,4'-di-tert-butyl-2,2'-oxybiphenyl]，已被用于合成新的环金属化钯 (II) 和铂 (II) 络合物 [(L1-H)PdCl]、[(L1-H)PtCl]、[(L1-H)(PdCl)2]、[(L3-H)(PdCl)2 ]、[(L4-H)PtCl]、[(L5-H)PtCl]
• C,N,N-Cyclometallated palladium(II) complexes: a step forward to luminescent metallomesogens
  作者：Francesco Neve、Mauro Ghedini、Alessandra Crispini

  DOI：10.1039/cc9960002463

  日期：——

  Cyclopalladation of 4′-functionalized 6′-phenyl-2,2′-bipyridine ligands (HLn, n= 1–3) leads to [PdLnCl] species as demonstrated by the crystal structure of [PdL1Cl]; thermotropic nematic mesomorphism is observed for HL3 and [PdL3Cl]; the latter is also photoluminescent at 77 K.

  4'-官能化 6'-苯基-2,2'-联吡啶配体 (HLn, n= 1–3) 的环钯化产生 [PdLnCl] 物质，如 [PdL1Cl] 的晶体结构所示； HL3 和 [PdL3Cl] 观察到热致向列介晶现象；后者在 77 K 时也具有光致发光性。
• A Novel Solution-Processible Heterodinuclear Al^III/Ir^III Complex for Host−Dopant Assembly OLEDs
  作者：Jung Oh Huh、Min Hyung Lee、Hyosook Jang、Kyu Young Hwang、Jong Soon Lee、Se Hun Kim、Youngkyu Do

  DOI：10.1021/ic8002806

  日期：2008.8.4

  A discrete heterodinuclear Al-III/Ir-III complex shows bright-orange light emission when used as an active layer in host-dopant assembly organic light-emitting diodes based on a solution process.
• 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.