N,N'-bis(4-bromophenyl)-N,N'-bis(4-methoxyphenyl)-1,3-benzenediamine | 255883-44-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N,N'-bis(4-bromophenyl)-N,N'-bis(4-methoxyphenyl)-1,3-benzenediamine
• 英文别名: N,N’-dianisyl-N,N’-bis(4-bromophenyl)-1,3-benzenediamine；N,N'-di(4-bromophenyl)-N,N'-di(4-anisyl)-1,3-benzenediamine
• CAS: 255883-44-4
• 化学式: C₃₂H₂₆Br₂N₂O₂
• 分子量: 630.379
• InChiKey: OIEMZQUGPXHBMG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.17
• 重原子数：
  38.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  24.94
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N,N'-bis(4-bromophenyl)-N,N'-bis(4-methoxyphenyl)-1,3-benzenediamine 在 palladium diacetate 、 bis(diphenylphosphinyl)ferrocene 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 三叔丁基膦 、 sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 53.5h， 生成 2,8,13,19-Tetrakis(4-methoxyphenyl)-2,8,13,19-tetrazapentacyclo[18.2.2.29,12.13,7.114,18]octacosa-1(22),3(28),4,6,9(27),10,12(26),14,16,18(25),20,23-dodecaene
  参考文献：
  名称：

  Tetraazacyclophanes by Palladium-Catalyzed Aromatic Amination. Geometrically Defined, Stable, High-Spin Diradicals

  摘要：

  [GRAPHICS]Neutral tetraazacyclophanes were prepared in a one-step palladium-catalyzed amination reaction, Simple oxidation of these materials creates dication diradicals that are stable at room temperature and that are geometrically well defined. The electronic and magnetic properties of the dications were investigated by CV, UV-vis, and EPR spectroscopy. These spectral data and solution phase magnetic susceptibility measurements indicate high spin ground states in certain media. EPR zero field splitting parameters for the diradical suggest that the distance between the two radical sites can be approximated simply by the distance between alternating nitrogens in the macrocycle.

  DOI：

  10.1021/ol9912276
• 作为产物：
  描述：

  1,4-二溴苯 、 N,N'-di(4-methoxyphenyl)-1,3-phenylenediamine 在 palladium diacetate 、 bis(diphenylphosphinyl)ferrocene sodium t-butanolate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以79%的产率得到N,N'-bis(4-bromophenyl)-N,N'-bis(4-methoxyphenyl)-1,3-benzenediamine
  参考文献：
  名称：

  Tetraazacyclophanes by Palladium-Catalyzed Aromatic Amination. Geometrically Defined, Stable, High-Spin Diradicals

  摘要：

  [GRAPHICS]Neutral tetraazacyclophanes were prepared in a one-step palladium-catalyzed amination reaction, Simple oxidation of these materials creates dication diradicals that are stable at room temperature and that are geometrically well defined. The electronic and magnetic properties of the dications were investigated by CV, UV-vis, and EPR spectroscopy. These spectral data and solution phase magnetic susceptibility measurements indicate high spin ground states in certain media. EPR zero field splitting parameters for the diradical suggest that the distance between the two radical sites can be approximated simply by the distance between alternating nitrogens in the macrocycle.

  DOI：

  10.1021/ol9912276

文献信息

• Diazadibora[1.1.1.1]<i>m</i> ,<i>p</i> ,<i>m</i> ,<i>p</i> -cyclophanes: Ambipolar Conjugated Macrocycles with Different B-π-N Embedded Patterns
  作者：Akihiro Ito、Masashi Uebe、Ryohei Kurata、Soichiro Yano、Hiroyuki Fueno、Takashi Matsumoto

  DOI：10.1002/asia.201701717

  日期：2018.4.4

  different (opto)electronic properties for the same macrocyclic molecular backbone? A series of B–π–N‐embedded alternate‐meta‐para‐linked cyclophanes 1–3 have been prepared and characterized as a new class of ambipolar π‐conjugated B–π–N macrocycles. The answer to the opening question is yes. These macrocycles revealed the intramolecular charge transfer in the oxidized states and the intriguing photophysical

  不同的B（硼）–π–N（氮）嵌入模式是否会为同一大环分子主链带来显着不同的（光电）电子性质？一系列的B-π-N-嵌入后复用的元-对位-连接的环芳1 - 3已经制备和表征为一类新的双极性的π共轭B-π-N大环化合物的。开头的问题的答案是肯定的。这些大环揭示了分子内电荷在氧化态下的转移以及有趣的光物理性质，与嵌入的模式一致，表明通过引入多个B–π–N部分可调节电子结构。
• High-spin polycationic states of an alternate meta-para-linked oligoarylamine incorporating two macrocycles
  作者：Daisuke Sakamaki、Akihiro Ito、Ko Furukawa、Tatsuhisa Kato、Kazuyoshi Tanaka

  DOI：10.1039/b907792h

  日期：——

  High-spin alignment for dicationic, tricationic, tetracationic and hexacationic species of a meta-para-linked oligoarylamine was accomplished by incorporating cyclophane skeletons into the oligomer backbone.

  通过在低聚物骨架中加入环烷骨架，实现了元副连接低聚芳基胺的二阳离子、三阳离子、四阳离子和六阳离子的高自旋配位。