2-(4-bromophenyl)-5-methylpyridine | 113744-24-4

• 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
• 英文名称: 2-(4-bromophenyl)-5-methylpyridine
• 英文别名: 5-methyl-2-(4-bromophenyl)pyridine；Br-mppy；2-(p-bromophenyl)-5-methyl-pyridine
• CAS: 113744-24-4
• 化学式: C₁₂H₁₀BrN
• 分子量: 248.122
• InChiKey: LDRHTDGHYORUMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-(4-bromophenyl)-5-methylpyridine 以 乙二醇甲醚 、 水 、 乙二醇 、 乙腈 为溶剂， 生成 (5,5'-di-methyl-2,2'-dipyridyl)-bis-(5-methyl-2-(4-bromophenyl)pyridine(-1H))-iridium(III) chloride
  参考文献：
  名称：

  Accelerated Luminophore Discovery through Combinatorial Synthesis

  摘要：

  A method for accelerating the discovery of ionic luminophores using combinatorial techniques is reported. The photophysical properties of the resulting transition-metal-based chromophores were compared against a series of analogous, traditionally prepared species. The strong overlap between these two sets confirms the identity of the parallel synthesis products and supports the truthfulness of the combinatorial results. Further support for the combinatorial method comes from the adherence of these complexes to the energy gap law. The relationship between the structure of a complex and its photophysical properties was also considered, and static DFT calculations were used to assess whether it is feasible to predict the luminescent behavior of novel materials.

  DOI：

  10.1021/ja047156+
• 作为产物：
  描述：

  4-溴苯乙酮 在 ammonium acetate 、 碘 作用下， 以 formamide 为溶剂， 反应 12.0h， 生成 2-(4-bromophenyl)-5-methylpyridine
  参考文献：
  名称：

  取代苯基吡啶环金属化钌配合物的简便合成

  摘要：

  我们开发了一种新策略，该策略使用 Krohnke 合成以优异的产率（高达 88%）制备各种取代的苯基吡啶。从合适的市售苯乙酮开始，在两步合成中获得在苯环上被供电子（即甲基、甲氧基）或吸电子基团（即溴、硝基）取代的多种苯基吡啶。相应的官能化环金属化钌配合物可以通过以下方式以异常高的产率制备

  DOI：

  10.1002/ejic.200600359

文献信息

• Pyridine liquid crystalline compounds
  申请人：Hoffmann-La Roche Inc.

  公开号：US04898455A1

  公开（公告）日：1990-02-06

  There is described compounds of the formula ##STR1## wherein X stands for CH and Y stands for N or X stands for N and Y stands for CH; A.sup.1 and A.sup.2 signify single covalent bonds or one of the groups A.sup.1 and A.sub.2 also signifies trans-1,4-cyclohexylene, cis-4-cyano-trans-1,4-cyclohexylene or 1,4-phenylene optionally substituted with halogen or methyl; ring B represents trans-1,4-cyclohexylene, 1,4-phenylene optionally substituted with halogen or methyl or, when A.sup.2 signifies a single covalent bond, also cis-4-cyano-trans-1,4-cyclohexylene; R.sup.1 denotes an optionally halogen-substituted alkyl or alkenyl group in which optionally one CH.sub.2 group or two non-adjacent CH.sub.2 groups is/are replaced by --O--, --COO-- and/or --OOC--; R.sup.2 signifies an optionally halogen-substituted alkyl or alkenyl group in which optionally one CH.sub.2 group or two non-adjacent CH.sub.2 groups is/are replaced by --O--, --COO-- and/or --OOC-- or R.sup.2 on a benzene ring also signifies --NCS, cyano or halogen; with the proviso that R.sup.1 denotes an optionally halogen-substituted alkenyl group in which optionally one CH.sub.2 group or two non-adjacent CH.sub.2 groups is/are replaced by --O--, --COO-- and/or --OOC-- when R.sup.2 signifies cyano or halogen; and with the proviso that R.sup.1 and/or R.sup.2 has a chiral carbon atom when R.sup.1 and R.sup.2 stand for optionally halogen-substituted alkyl groups in which optionally one CH.sub.2 group or two non-adjacent CH.sub.2 groups is/are replaced by --O--, --COO-- and/or --OOC--, as well as liquid crystalline mixtures and their use for electro-optical purposes.

  描述了以下结构的化合物 ##STR1## 其中X代表CH，Y代表N或X代表N，Y代表CH；A.sup.1和A.sup.2表示单共价键或A.sup.1和A.sub.2中的一个也表示反-1,4-环己烯基，顺-4-氰基-反-1,4-环己烯基或1,4-苯基，可选择地取代卤素或甲基；环B代表反-1,4-环己烯基，1,4-苯基，可选择地取代卤素或甲基，或者当A.sup.2表示单共价键时，也表示顺-4-氰基-反-1,4-环己烯基；R.sup.1表示一个可选择地取代卤素的烷基或烯基，其中可选择地将一个CH.sub.2基团或两个非相邻的CH.sub.2基团替换为--O--，--COO--和/或--OOC--；R.sup.2表示一个可选择地取代卤素的烷基或烯基，其中可选择地将一个CH.sub.2基团或两个非相邻的CH.sub.2基团替换为--O--，--COO--和/或--OOC--或者苯环上的R.sup.2也表示--NCS，氰基或卤素；条件是当R.sup.2表示氰基或卤素时，R.sup.1表示一个可选择地取代卤素的烯基，其中可选择地将一个CH.sub.2基团或两个非相邻的CH.sub.2基团替换为--O--，--COO--和/或--OOC--；并且条件是当R.sup.1和/或R.sup.2表示可选择地取代卤素的烷基，其中可选择地将一个CH.sub.2基团或两个非相邻的CH.sub.2基团替换为--O--，--COO--和/或--OOC--时，R.sup.1和R.sup.2具有手性碳原子，以及液晶混合物及其用途于电光目的。
• Polymerizable cationic iridium(III) complexes exhibiting color tunable light emission and their corresponding conducting metallopolymers
  作者：Travis W. Hesterberg、Xiaoping Yang、Bradley J. Holliday

  DOI：10.1016/j.poly.2009.06.014

  日期：2010.1

  can be easily varied synthetically to tune emission color of the monomer from blue–green to red. The solid state structure of complex 1 has been obtained by single crystal X-ray crystallography. Conducting polymer materials have been prepared by electropolymerization of monomers and were characterized through XPS analysis and spectroscopic studies.

  已经合成了环金属化的铱（III）配合物，可用于多种光物理应用，包括聚合物发光二极管（PLED）。制备了一系列具有一个可电化学聚合的配体和两个基于苯基​​吡啶（ppy）的配体的新配合物：[Ir（ppy）2 L] [PF 6 ]（1），[Ir（F-mppy）2 L] [ PF 6 ]（2）和[Ir（Br-mppy）2 L] [PF 6 ]（3），其中L = 3,8-双（2,2'-bithien-5-yl）-1,10 -菲咯啉。辅助的ppy配体可以很容易地合成变化，以调整单体的发射颜色，从蓝绿色变为红色。配合物1的固态结构已经通过单晶X射线晶体学获得。导电聚合物材料已经通过单体的电聚合制备，并通过XPS分析和光谱研究进行了表征。
• Understanding Ir(III) Photocatalyst Structure–Activity Relationships: A Highly Parallelized Study of Light-Driven Metal Reduction Processes
  作者：Stephen DiLuzio、Timothy U. Connell、Velabo Mdluli、Jakub F. Kowalewski、Stefan Bernhard

  DOI：10.1021/jacs.1c12059

  日期：2022.1.26

  High-throughput synthesis and screening methods were used to measure the photochemical activity of 1440 distinct heteroleptic [Ir(C^N)2(N^N)]+ complexes for the photoreduction of Sn(II) and Zn(II) cations to their corresponding neutral metals. Kinetic data collection was carried out using home-built photoreactors and measured initial rates, obtained through an automated fitting algorithm, spanned between

  采用高通量合成和筛选方法测量 1440 种不同异配体 [Ir(C^N) 2 (N^N)] +的光化学活性用于将 Sn(II) 和 Zn(II) 阳离子光还原为其相应的中性金属的配合物。使用自制的光反应器进行动力学数据收集并测量初始速率，通过自动拟合算法获得，跨越 0-120 μM/s 的 Sn(0) 沉积和 0-90 μM/s 的 Zn(0) 沉积. 将光化学反应性与先前测量的光物理性质进行比较，例如这些相同配合物的脱气激发态寿命和发射光谱数据；然而，没有观察到这些特征之间的明确相关性。然后制定了正式的光化学速率定律以帮助阐明观察到的反应性。发现初始速率与具有三种反应基本效率的入射光子通量的乘积直接相关：(1) 光催化剂吸收的光的比例，(2) 被电子供体猝灭的激发态物质的比例，以及 (3) 笼逃逸效率。最活跃的催化剂在所有三个步骤中都表现出高效率，并且假设了最大化这些基本效率的催化剂工程要
• Fraternal twin iridium hemicage chelates
  作者：Gabriel St-Pierre、Sébastien Ladouceur、Daniel Fortin、Eli Zysman-Colman

  DOI：10.1039/c1dt11236h

  日期：——

  The synthesis and complete photophysical characterization of rigidified neutral hemicage iridium complexes are presented. The hemicage ligands were obtained via a modular synthesis, which will facilitate the expansion of future hemicage syntheses. Slight variations in structure between the two iridium hemicage podates reveal subtle differences in photophysical behavior, which will aid in the design of functional materials. A parallel computational investigation corroborates the experimental findings. The insight gleaned from this study will have an impact for the design of iridium-based luminophores for OLED-type applications.

  本文介绍了硬质化中性半嵌铱配合物的合成和完整的光物理特性。这些半铱配体是通过模块化合成获得的，这将有助于扩展未来的半铱合成。两种半齿铱荚状配体之间结构的细微差别揭示了光物理行为的微妙差异，这将有助于功能材料的设计。同时进行的计算研究也证实了实验结果。从这项研究中获得的洞察力将对设计用于有机发光二极管（OLED）型应用的铱基发光体产生影响。
• Electroluminescent efficiency
  申请人：Kwong Raymond

  公开号：US20060008673A1

  公开（公告）日：2006-01-12

  An organic light emitting device is provided. The device has an anode, a cathode, and an emissive layer disposed between the anode and the cathode. The emissive layer further includes a molecule of Formula I wherein an alkyl substituent at position R′ 5 results in high efficiency and operational stability in the organic light emitting device.

  提供了一种有机发光器件。该器件具有阳极、阴极和位于阳极和阴极之间的发射层。发射层进一步包括公式I中的一个分子，其中在位置R'5处的烷基取代基导致有机发光器件具有高效率和操作稳定性。