2,5,2',5'-tetrabromo-[4,4']bipyridinyl | 1227402-62-1

• 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: 2,5,2',5'-tetrabromo-[4,4']bipyridinyl
• 英文别名: 2,5-dibromo-4-(2,5-dibromopyridin-4-yl)pyridine
• CAS: 1227402-62-1
• 化学式: C₁₀H₄Br₄N₂
• 分子量: 471.771
• InChiKey: BJKGPVXTOVUEJW-UHFFFAOYSA-N

物化性质

• 熔点：
  188-189 °C
• 沸点：
  395.8±37.0 °C(Predicted)
• 密度：
  2.291±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  2,5,2',5'-tetrabromo-[4,4']bipyridinyl 在 tris-(dibenzylideneacetone)dipalladium(0) 、 四(三苯基膦)钯 、 sodium carbonate 、 sodium t-butanolate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 39.0h， 生成 3,6-bis-(4-methylsulfanylphenyl)9-(4-methoxyphenyl)-2,7-diazacarbazole
  参考文献：
  名称：

  Double N-arylation reaction of polyhalogenated 4,4’-bipyridines. Expedious synthesis of functionalized 2,7-diazacarbazoles

  摘要：

  使用Pd-XPhos催化系统，在双N芳基化反应的存在下，从易得的四卤代4,4'-联吡啶中一步制备了不寻常的2,7-二氮杂咯。在这种位选择性的Buchwald-Hartwig双胺化反应中获得了中等至良好的产率。通过使用Pd催化的交叉偶联反应，如Stille和Suzuki偶联，对这些三环衍生物进行了官能化。通过X射线衍射分析了两种化合物，并显示了涉及二氮杂咯基团和官能化基团的苯环之间的π-π堆积。

  DOI：

  10.3762/bjoc.8.26
• 作为产物：
  描述：

  2,5-二溴吡啶 在 lithium diisopropyl amide 、 copper dichloride 作用下， 以 四氢呋喃 为溶剂， 以48.3 %的产率得到2,5,2',5'-tetrabromo-[4,4']bipyridinyl
  参考文献：
  名称：

  헤테로시클릭 화합물, 이를 포함한 유기 발광 소자 및 상기 유기 발광 소자를 포함한 전자 장치

  摘要：

  本发明公开了以下化学式1所表示的杂环化合物、包含该化合物的有机发光器件以及包含该器件的电子装置： **化学式1** 在化学式1中，关于取代基的说明请参阅本发明的详细描述。

  公开号：

  KR20230041574A

文献信息

• Synthesis of Polyhalogenated 4,4′-Bipyridines via a Simple Dimerization Procedure
  作者：Mohamed Abboud、Victor Mamane、Emmanuel Aubert、Claude Lecomte、Yves Fort

  DOI：10.1021/jo100152e

  日期：2010.5.21

  Polyhalogenated 4,4'-bipyridines were conveniently synthesized in a single step starting from dihalo-pyridines. A mechanism was proposed on the basis of experiments performed with 2-chloro-5-bromopyridine I a. 2-Chloro-4-lithio-5-bromopyridine A1 was produced via ortholithiation of la by using either LDA or t-BuLi bases. When LDA was used, chiller 3a containing two chlorines and two bromine atoms was formed predominantly accompanied by several byproducts whose structure and mechanism of formation are discussed. In the case of t-BuLi, although the major product was 2-chloropyridine 7, a new pyridone product 8 was formed that is probably the result of the dihydropyridine intermediate hydrolysis. The dimerization procedure involving LDA was employed to prepare a large number of halogenated 4,4'-bipyridines in moderate to good yields. In some specific cases, halogenated 3,4' and 2,4'-bipyridines were obtained in lower yields and their structures were unambiguously assigned by X-ray diffraction analysis.
• HETEROCYCLIC COMPOUND, ORGANIC LIGHT-EMITTING DEVICE INCLUDING THE SAME, AND ELECTRONIC APPARATUS INCLUDING THE ORGANIC LIGHT-EMITTING DEVICE
  申请人：Samsung Electronics Co., Ltd.

  公开号：US20230126543A1

  公开（公告）日：2023-04-27

  Provided are a heterocyclic compound represented by Formula 1, an organic light-emitting device including the same, and an electronic apparatus including the organic light-emitting device: The substituents in Formula 1 are the same as described in the detailed description.