2,3-bis(4-bromophenyl)-6,7-dimethylquinoxaline | 1305316-13-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2,3-bis(4-bromophenyl)-6,7-dimethylquinoxaline
• CAS: 1305316-13-5
• 化学式: C₂₂H₁₆Br₂N₂
• 分子量: 468.19
• InChiKey: WLMSAXDRZZLIQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 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：

  2,3-bis(4-bromophenyl)-6,7-dimethylquinoxaline 、 4-氰基苯硼酸 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 5.0h， 以72%的产率得到4',4"-(6,7-dimethylquinoxaline-2,3-diyl)dibiphenyl-4-carbonitrile
  参考文献：
  名称：

  Two quinoxaline derivatives designed from isomer chemistry for nonvolatile ternary memory device applications

  摘要：

  In this paper, two quinoxaline-based small organic molecules, which are conjugated and mutual isomers in vertical and horizontal directions, were successfully synthesized. By exploring isomers with identical functional groups, the impact from changing in molecular composition on the observed different performance can be minimized. Their photoelectrical properties, thin-film morphology and the electrical memory performance were comparatively investigated. The devices based on these two small molecules both showed ternary WORM storage performance. Compared with vertical direction, horizontal molecule had a lower threshold voltage and higher current ratio. The results of AFM and XRD showed that horizontal molecule has better thin-film morphology and layered accumulation, which are conducive to the migration of carriers. We hope this study can provide a new reference to the future elaborate design and synthesis of novel small-molecule electrical memory materials. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2015.06.017
• 作为产物：
  描述：

  4，5-二甲-2-硝基苯胺 、 4,4'-二溴联苯酰 在 siliconcarbonitrite-based iron nanocomposite catalyst 作用下， 以 水 为溶剂， 反应 24.0h， 以89%的产率得到2,3-bis(4-bromophenyl)-6,7-dimethylquinoxaline
  参考文献：
  名称：

  利用可重复使用的铁催化剂通过选择性硝基芳烃加氢从硝基芳烃和羰基化合物直接合成亚胺，苯并咪唑和喹喔啉

  摘要：

  富含稀土的金属对“贵金属”的“取代”是催化的理想目标，也是保存稀有元素的一种可能方法。如果观察到新的选择性图谱允许发展新的偶联反应，则“取代”特别有吸引力。在本文中，我们报道了一种新颖，坚固且可重复使用的铁催化剂，该催化剂可在对氢化敏感的官能团存在的情况下对硝基芳烃进行选择性加氢。根据观察到的选择性模式，从硝基芳烃和醛直接铁催化合成亚胺和苯并咪唑变得可行。此外，我们介绍了使用我们的催化剂从硝基芳烃和二酮直接合成喹喔啉的方法。

  DOI：

  10.1002/chem.201801525

文献信息

• Eco-friendly synthesis of quinoxaline derivatives by grinding under solvent-free conditions
  作者：Jun Li、Dan-Na Jiang、Jiu-Xi Chen、Miao-Chang Liu、Jin-Chang Ding、Hua-Yue Wu

  DOI：10.1002/jhet.597

  日期：2011.3

  An efficient and facile synthesis of quinoxaline derivatives in excellent isolated yields by the condensation of 1,2‐diamines and 1,2‐diketones on grinding under solvent‐free conditions at ambient temperature has been developed. The important features of this method are that it is reasonably fast, very clean, high yielding, simple workup, and environmentally benign. J. Heterocyclic Chem., 00, 00 (2011)

  通过在环境温度下在无溶剂条件下研磨1,2-二胺和1,2-二酮进行缩合反应，可以高效，简便地合成喹喔啉衍生物，且分离出的产率极高。该方法的重要特征是它相当快，非常干净，产率高，后处理简单且对环境无害。杂环化学杂志，00，00（2011）。
• Catalyst-Free Protocol for the Synthesis of Quinoxalines and Pyrazines in PEG
  作者：Tie-Qiang Huang、Wen-Yan Qu、Jin-Chang Ding、Miao-Chang Liu、Hua-Yue Wu、Jiu-Xi Chen

  DOI：10.1002/jhet.1043

  日期：2013.3

  developed for the condensation of 1,2‐diketones with aromatic 1,2‐diamines in polyethylene glycol (PEG), providing quinoxaline derivatives in good yields. The important features of the methodology are broad substrates scope, simple workup, catalyst free, environmentally benign, and no requirement for metal catalysts. It is noteworthy that the cyclization reaction of 1,2‐diketones with aliphatic 1,2‐diamines

  已开发出一种简便且无催化剂的方案，用于将1,2-二酮与芳族1,2-二胺在聚乙二醇（PEG）中缩合，从而以高收率提供喹喔啉衍生物。该方法的重要特征是广泛的底物范围，简单的后处理，无催化剂，对环境无害，并且不需要金属催化剂。值得注意的是，在标准条件下，1,2-二酮与脂肪族1,2-二胺的环化反应也能顺利进行，从而以高收率获得吡嗪。此外，PEG可以轻松回收并重新使用，而活性没有明显损失
• ELECTRONIC DEVICES MADE WITH ELECTRON TRANSPORT AND/OR ANTI-QUENCHING LAYERS
  申请人：Lecloux David Daniel

  公开号：US20070267968A1

  公开（公告）日：2007-11-22

  The present invention is directed to a photoactive device comprising an anode, a cathode, and a photoactive layer, which device further comprises an electron transport and/or anti-quenching layer which minimizes both electron transfer quenching and energy transfer quenching of the photoactive layer.

  本发明涉及一种光活性装置，包括阳极、阴极和光活性层，该装置还包括一个电子传输和/或抗猝灭层，该层最小化了光活性层的电子传输猝灭和能量传输猝灭。
• CHARGE TRANSPORT COMPOSITIONS AND ELECTRONIC DEVICES MADE WITH SUCH COMPOSITIONS
  申请人：Herron Norman

  公开号：US20110133173A1

  公开（公告）日：2011-06-09

  The present invention relates to charge transport compositions. The invention further relates to electronic devices in which there is at least one active layer comprising such charge transport compositions.
• US7265378B2
  申请人：——

  公开号：US7265378B2

  公开（公告）日：2007-09-04