5-tolyl-2,2'-bipyridine | 173960-46-8

• 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: 5-tolyl-2,2'-bipyridine
• 英文别名: 5-(4-methylphenyl)-2,2'-bipyridine；5-(p-tolyl)-2,2'-bipyridine；5-p-Tolylbipyridine；5-(4-methylphenyl)-2-pyridin-2-ylpyridine
• CAS: 173960-46-8
• 化学式: C₁₇H₁₄N₂
• 分子量: 246.312
• InChiKey: RHUGEEIIMYXFOO-UHFFFAOYSA-N

物化性质

• 熔点：
  90-92 °C(Solv: ethanol (64-17-5))
• 沸点：
  430.0±35.0 °C(Predicted)
• 密度：
  1.105±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  水 、 copper(II) salicylate 、 5-tolyl-2,2'-bipyridine 以 乙醇 为溶剂， 反应 2.0h， 以75%的产率得到
  参考文献：
  名称：

  基于 5-Aryl-2,2'-联吡啶及其杂配体水杨酸金属配合物的有前途的抗真菌和抗菌剂：合成、生物评价、分子对接

  摘要：

  迎接挑战：合成了一系列新的 5-aryl-2,2'-bipyridines 及其（多氟）水杨酸盐金属配合物。它们的抗菌活性在体外对八种皮肤癣菌、七种念珠菌、八种革兰氏阳性菌和两种革兰氏阴性菌进行了评估。使用分子对接，我们提出抗葡萄球菌作用是通过先导化合物对金黄色葡萄球菌DNA 促旋酶 GyrB 的抑制机制进行的。

  DOI：

  10.1002/cmdc.202100577
• 作为产物：
  描述：

  4-methylisonitrosoacetophenone hydrazone 以 乙醇 、 邻二甲苯 为溶剂， 反应 28.03h， 生成 5-tolyl-2,2'-bipyridine
  参考文献：
  名称：

  基于 5-Aryl-2,2'-联吡啶及其杂配体水杨酸金属配合物的有前途的抗真菌和抗菌剂：合成、生物评价、分子对接

  摘要：

  迎接挑战：合成了一系列新的 5-aryl-2,2'-bipyridines 及其（多氟）水杨酸盐金属配合物。它们的抗菌活性在体外对八种皮肤癣菌、七种念珠菌、八种革兰氏阳性菌和两种革兰氏阴性菌进行了评估。使用分子对接，我们提出抗葡萄球菌作用是通过先导化合物对金黄色葡萄球菌DNA 促旋酶 GyrB 的抑制机制进行的。

  DOI：

  10.1002/cmdc.202100577

文献信息

• Iridium/Bipyridine-Catalyzed <i>ortho</i>-Selective C–H Borylation of Phenol and Aniline Derivatives
  作者：Hong-Liang Li、Motomu Kanai、Yoichiro Kuninobu

  DOI：10.1021/acs.orglett.7b02936

  日期：2017.11.3

  ortho-selective C–H borylation of phenol and aniline derivatives has been successfully developed. Iridium/bipyridine-catalyzed C–H borylation generally occurred at the meta- and para-positions of aromatic substrates. Introduction of an electron-withdrawing substituent on the bipyridine-type ligand and a methylthiomethyl group on the hydroxy and amino groups of the phenol and aniline substrates, however, dramatically

  已成功开发了铱催化的苯酚和苯胺衍生物的邻位C–H硼酸酯化反应。铱/联吡啶催化的C–H硼化通常发生在芳族底物的间位和对位。然而，在联吡啶型配体上引入吸电子取代基，在苯酚和苯胺底物的羟基和氨基上引入甲硫基甲基，显着改变了区域选择性，仅提供了邻位硼酸盐化的产物。反应以良好的收率进行，具有良好的官能团耐受性。C–H硼化被用于钙受体调节剂的合成。
• 1,3,5-TRIAZINE DERIVATIVE, PRODUCTION METHOD THEREOF AND ORGANIC ELECTROLUMINESCENCE DEVICE COMPRISING THIS AS A COMPOSING COMPONENT
  申请人：Yamakawa Tetsu

  公开号：US20090281311A1

  公开（公告）日：2009-11-12

  Since the conventional electron transporters have low thermal stability, the organic electroluminescent devices using them are not sufficient in terms of the compatibility of their luminance and luminous efficiency with device lifetime. A 1,3,5-triazine derivative of formula (1) is obtained by a metal catalyst-aided coupling reaction of a compound of formula (2) with a compound of formula (3), and this is used as a composing component of an organic electroluminescent device. [In the formulae, Ar 1 and Ar 2 represent phenyl group or the like, R 1 and R 2 represent hydrogen atom or the like, R 3 represents methyl or the like, m is an integer of 0 to 2, X represents 2,4-pyridylene or the like, p is 1 or 2, a and b are 1 or 2, a+b is 3, q is 0 or an integer of p or less, M represents —MgR 4 group or the like, R 4 represents chlorine atom or the like, r is p-q, and Y represents a leaving group.]

  由于传统的电子传输体具有低热稳定性，使用它们的有机电致发光器件在亮度和发光效率与器件寿命的兼容性方面不足。通过化合物（2）和化合物（3）的金属催化偶联反应获得式（1）的1,3,5-三嗪衍生物，并将其用作有机电致发光器件的组成部分。[在公式中，Ar1和Ar2代表苯基或类似基团，R1和R2代表氢原子或类似原子团，R3代表甲基或类似基团，m为0至2的整数，X代表2,4-吡啶基或类似基团，p为1或2，a和b为1或2，a+b为3，q为0或小于等于p的整数，M代表-MgR4基团或类似基团，R4代表氯原子或类似原子团，r为p-q，Y代表离去基团。]
• PHENYL-SUBSTITUTED 1,3.5-TRIAZINE COMPOUND, PROCESS FOR PRODUCING THE SAME, AND ORGANIC ELECTROLUMINESCENT DEVICE CONTAINING THE SAME AS COMPONENT
  申请人：Yamakawa Tetsu

  公开号：US20100249406A1

  公开（公告）日：2010-09-30

  A phenyl-substituted 1,3,5-triazine compound represented by the general formula (1); wherein Ar 1 and Ar 2 independently represent substituted or unsubstituted phenyl, naphthyl or biphenylyl group; R 1 , R 2 and R 3 independently represent hydrogen atom or methyl group; X 1 and X 2 independently represent substituted or unsubstituted phenylene, naphthylene or pyridylene group; p and q independently represent an integer of 0 to 2; and Ar 3 and Ar 4 independently represent substituted or unsubstituted pyridyl or phenyl group. This compound is suitable for an organic electroluminescent device.

  一种代表通式（1）的苯基取代的1,3,5-三嗪化合物; 其中，Ar1和Ar2独立地表示取代或未取代的苯基，萘基或联苯基; R1、R2和R3独立地表示氢原子或甲基基团; X1和X2独立地表示取代或未取代的苯基，萘基或吡啶基; p和q独立地表示0至2的整数; Ar3和Ar4独立地表示取代或未取代的吡啶基或苯基。该化合物适用于有机电致发光器件。
• PHENYL-SUBSTITUTED 1,3,5-TRIAZINE COMPOUND, PROCESS FOR PRODUCING THE SAME, AND ORGANIC ELECTROLUMINESCENT DEVICE CONTAINING THE SAME AS COMPONENT
  申请人：YAMAKAWA Tetsu

  公开号：US20120313090A1

  公开（公告）日：2012-12-13

  A phenyl-substituted 1,3,5-triazine compound represented by the general formula (1): wherein Ar 1 and Ar 2 independently represent substituted or unsubstituted phenyl, naphthyl or biphenylyl group; R 1 , R 2 and R 3 independently represent hydrogen atom or methyl group; X 1 and X 2 independently represent substituted or unsubstituted phenylene, naphthylene or pyridylene group; p and q independently represent an integer of 0 to 2; and Ar 3 and Ar 4 independently represent substituted or unsubstituted pyridyl or phenyl group. This compound is suitable for an organic electroluminescent device.

  一种含苯基取代的1,3,5-三嗪化合物，其通式表示为（1）：其中Ar1和Ar2分别独立地表示取代或未取代的苯基、萘基或联苯基；R1、R2和R3独立地表示氢原子或甲基基团；X1和X2独立地表示取代或未取代的苯基、萘基或吡啶基；p和q独立地表示0至2的整数；Ar3和Ar4独立地表示取代或未取代的吡啶基或苯基。该化合物适用于有机电致发光装置。
• Facile synthesis of 6-aryl-3-pyridyl-1,2,4-triazines as a key step toward highly fluorescent 5-substituted bipyridines and their Zn(II) and Ru(II) complexes
  作者：Valery N. Kozhevnikov、Olga V. Shabunina、Dmitry S. Kopchuk、Maria M. Ustinova、Burkhard König、Dmitry N. Kozhevnikov

  DOI：10.1016/j.tet.2008.06.040

  日期：2008.9

  A wide series Of Substituted bipyridines were obtained through the synthesis of 1,2,4-triazines and their aza Diels-Alder reactions. The reported method facilitates the synthesis of functionally diverse bipyridines that provides fine-tuning of photophysical properties of new ligands and their Zn(II) and Ru(II) complexes. Some of substituted bipyridines exhibit 'off-on' fluorescence response toward Zn 2 cations. (C) 2008 Elsevier Ltd. All rights reserved.