4-[4-[4-(2,6-二吡啶-2-基吡啶-4-基)苯基]苯基]-2,6-二吡啶-2-基吡啶 | 147624-98-4

• 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
• 中文名称: 4-[4-[4-(2,6-二吡啶-2-基吡啶-4-基)苯基]苯基]-2,6-二吡啶-2-基吡啶
• 英文名称: 4,4'-bis-(2,2':6',2''-terpyridin-4'-yl)biphenyl
• 英文别名: tpy-(ph)2-tpy；4',4''''-[1,1'-Biphenyl]-4,4'-diylbis-(2,2':6',2''-terpyridine)；4-[4-[4-(2,6-dipyridin-2-ylpyridin-4-yl)phenyl]phenyl]-2,6-dipyridin-2-ylpyridine
• CAS: 147624-98-4
• 化学式: C₄₂H₂₈N₆
• 分子量: 616.725
• InChiKey: VQZSLSACLQVEBA-UHFFFAOYSA-N

物化性质

• 沸点：
  808.2±60.0 °C(Predicted)
• 密度：
  1.219±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  48
• 可旋转键数：
  7
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  77.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  4-[4-[4-(2,6-二吡啶-2-基吡啶-4-基)苯基]苯基]-2,6-二吡啶-2-基吡啶 、 dichlorotetrakis(dimethylsulfoxide)ruthenium(II) 以 乙二醇 为溶剂， 生成
  参考文献：
  名称：

  Metallosupramolecular Polyelectrolytes Self-Assembled from Various Pyridine Ring-Substituted Bisterpyridines and Metal Ions:  Photophysical, Electrochemical, and Electrochromic Properties

  摘要：

  This work presents several metallosupramolecular coordination polyelectrolytes (MEPEs) Self-assembled from rigid, pi-conjugated, pyridine ring functionalized bisterpyridines and metal ions. The MEPEs are water-soluble and display different colors spanning the entire visible regions. Optical, electrochemical, and electrochromic properties of the obtained MEPEs are presented. The results show that the properties are profoundly affected by the nature of the substituents at the peripheral pyridine rings. Namely, MEPEs assembled from the electron-rich OMe group modified ligands exhibit high switching reversibility and stability and show a lower switching potential than the unsubstituted and electron-deficient Br-substituted analogues. The response times can be tuned either by the design of the ligands or by the choice of the metal ions to cover a broad time scale from under 1 s to several minutes. The optical memory is enhanced from 30 s to longer than 15 min as a comparison of unsubstituted and substituted MEPEs shows. Thus, the significantly enhanced stability and the ease of tuning the properties render this type of supramolecular assembly attractive as electrochromic materials for applications in a large variety of areas. Most importantly, we presented the structure-property relationships of MEPEs, which lays the groundwork for further design of new bisterpyridine-based metallosupramolecular functional materials.

  DOI：

  10.1021/ja710380a
• 作为产物：
  描述：

  2-乙酰基吡啶 在 bis-triphenylphosphine-palladium(II) chloride 氢氧化钾 、 ammonium hydroxide 、 potassium carbonate 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 6.0h， 生成 4-[4-[4-(2,6-二吡啶-2-基吡啶-4-基)苯基]苯基]-2,6-二吡啶-2-基吡啶
  参考文献：
  名称：

  Diverse Synthesis of Novel Bisterpyridines via Suzuki-Type Cross-Coupling

  摘要：

  A new protocol is presented for the synthesis of novel bisterpyridine derivatives using palladium-catalyzed Miyaura- and Suzuki-type cross-couplings as the key reactions. This protocol is quick, efficient, mild, and broadly applicable for the construction of versatile bisterpyridines by symmetric and unsymmetric introduction of various substituents in the pyridine rings as well as by tuning the spacers for bridging the two terpyridine moieties.

  DOI：

  10.1021/ol062788h

文献信息

• Synthesis of Unsymmetrical, Monosubstituted Bis-terpyridine Derivatives via Suzuki-Miyaura Cross-Coupling
  作者：Masayoshi Higuchi、Jinghua Li、Takashi Sato、Hongfang Li

  DOI：10.1055/s-0030-1259986

  日期：2011.5

  As building blocks for metallo-supramolecular polymers, novel, unsymmetrical, monosubstituted bis-terpyridine derivatives with one electron-donating (OMe) or electron-withdrawing (CN or COOMe) group have been synthesized via the Suzuki-Miyaura cross-coupling reaction. This method is quick, efficient and suitable for the introduction of various substituents at the periphery of pyridine.

  作为金属超分子聚合物的构建基块，我们通过铃木-宫浦交叉偶联反应合成了带有一个电子捐赠（OMe）或电子撤回（CN 或 COOMe）基团的新型、非对称、单取代双三联吡啶衍生物。这种方法快速、高效，适用于在吡啶外围引入各种取代基。
• Dinuclear Iridium(III) Complexes Consisting of Back-to-Back tpy−(ph)<i>_n</i><i>−</i>tpy Bridging Ligands (<i>n</i> = 0, 1, or 2) and Terminal Cyclometallating Tridentate N−C−N Ligands
  作者：Audrey Auffrant、Andrea Barbieri、Francesco Barigelletti、Jean-Paul Collin、Lucia Flamigni、Cristiana Sabatini、Jean-Pierre Sauvage

  DOI：10.1021/ic061009q

  日期：2006.12.1

  Three dinuclear iridium(III) complexes consisting of a conjugated bis-tpy type bridging ligand and cyclometallating capping tridentate ligands of the 1,3-di-2-pyridylbenzene family have been prepared (tpy, 2,2',6',2' '-terpyridine). The two tpy units of the bridge are connected via their back-positions (4') either directly or with a p-phenylene or p-biphenylene spacer. The synthesis relies on the reaction

  制备了三种双核铱（III）配合物，它们由共轭双-tpy型桥联配体和1,3-二-2-吡啶基苯家族的环金属化封端三齿配体组成（tpy，2,2'，6'，2' '-叔吡啶）。桥的两个tpy单元通过它们的后位（4'）直接或与对亚苯基或对亚联苯间隔基连接。合成依赖于双核[Ir（dpb）Cl2] 2络合物（dpb-H = 1,3-二吡啶基-4,6-二甲基苯）与相应的双-tpy配体之间的反应。电化学测量提供了以金属为中心的氧化和以配体为中心的还原电势。从氧化步骤，没有证据表明双核物种的两个铱（III）亚基之间的强耦合。对于所有复合体，在380 nm到可见光区域的基态吸收数据显示出一种趋势，该趋势与存在的电荷转移（CT）跃迁有关，该跃迁涉及桥接配体上不同程度的电子离域。（dpb）Ir（tpy-tpy）Ir（dpb）4+在室温下显示出可观的发光（phi = 3.0 x 10（-3）; tau = 3.3 ns
• Rigid Rod-Like Dinuclear Ru(II)/Os(II) Terpyridine-Type Complexes. Electrochemical Behavior, Absorption Spectra, Luminescence Properties, and Electronic Energy Transfer through Phenylene Bridges
  作者：Francesco Barigelletti、Lucia Flamigni、Vincenzo Balzani、Jean-Paul Collin、Jean-Pierre Sauvage、Angelique Sour、Edwin C. Constable、Alexander M. W. Cargill Thompson

  DOI：10.1021/ja00096a028

  日期：1994.8

  made of Ru(tpy)sub 2}sup 2+}- and Os(tpy)sub 2}sup 2+}-type components (tpy = 2,2prime}:6prime},2 inches-terpyridine, which in some cases carries p-tolyl (Meph) or methylsulphone (MeOsub 2}S) substituents in the 4prime} position), connected by n phenylene (ph) spacers (n=0,1, and 2). In the resulting rigid rod-like structures of general formula (Xsub 1}tpy)Ru(tpy(ph)sub n}tpy)Os(tpyXsub

  研究了六种双核异金属化合物的吸收光谱、发光特性（293 和 77 K）和电化学行为。化合物由 Ru(tpy)sub 2}sup 2+}- 和 Os(tpy)sub 2}sup 2+} 型成分组成 (tpy = 2,2prime}:6prime} ,2 英寸-三联吡啶，在某些情况下，它在 4prime} 位置带有对甲苯基 (Meph) 或甲基砜 (MeOsub 2}S) 取代基，通过 n 亚苯基 (ph) 间隔物（n = 0， 1 和 2)。在所得通式 (Xsub 1}tpy)Ru(tpy(ph)sub n}tpy)Os(tpyXsub 2})sup 4+} 的刚性棒状结构中，金属对金属距离从 11 到 20 埃} 变化。两种组分的吸收光谱在双核化合物中略有扰动，氧化和还原电位的趋势证明了金属-金属和配体-配体相互作用。无论插入的亚苯基间隔物的数量如何，Ru 基单元的发光都被连接的
• Cyclic compound and organic light-emitting element comprising same
  申请人：LG CHEM, LTD.

  公开号：US10431748B2

  公开（公告）日：2019-10-01

  The present specification relates to a cyclic compound and an organic light emitting device comprising the same.

  本说明书涉及一种环状化合物及其组成的有机发光器件。
• Fluorescent colour modulation in Zn(ii)-based metallo-supramolecular polymer films by electronic-state control of the ligand
  作者：Takashi Sato、Rakesh K. Pandey、Masayoshi Higuchi

  DOI：10.1039/c3dt51354h

  日期：——

  A series of Zn(II)-based metallo-supramolecular polymers were prepared by 1 : 1 complexation of Zn(ClO4)2 and bis(terpyridine)s with electron-donating (alkoxy) or electron-withdrawing (cyano) groups at the 6-position of the peripheral pyridine moiety. The Zn(II)-based polymers displayed relatively high quantum yields (ΦPL = 0.68–0.76) in solution at room temperature. More importantly, they showed different luminescent colours of blue, cyan, and green in the film state, because of the large Stokes shift caused by the substituent effect of the ligand.

  通过Zn(ClO4)2和双(三联吡啶)在6位外围吡啶部分与电子给体（烷氧基）或电子吸引体（氰基）1：1络合，制备了一系列Zn(II)基金属超分子聚合物。Zn(II)基聚合物在室温溶液中显示出相对较高的量子产额（ΦPL = 0.68-0.76）。更重要的是，由于配体的取代效应导致斯托克斯位移较大，它们在薄膜状态下显示出蓝色、青色和绿色的不同发光颜色。