N,N'-(1,2-diphenylethane-1,2-diylidene)bis(4-fluoroaniline) | 616895-35-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮
• 英文名称: N,N'-(1,2-diphenylethane-1,2-diylidene)bis(4-fluoroaniline)
• 英文别名: N,N'-bis(4-fluorophenyl)-1,2-diphenylethane-1,2-diimine
• CAS: 616895-35-3
• 化学式: C₂₆H₁₈F₂N₂
• 分子量: 396.439
• InChiKey: IAPKYOOQEIQJMT-UHFFFAOYSA-N

物化性质

• 沸点：
  533.1±60.0 °C(Predicted)
• 密度：
  1.12±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-(1,2-diphenylethane-1,2-diylidene)bis(4-fluoroaniline) 在 三(五氟苯基)硼烷 、 氢气 作用下， 以 甲苯 为溶剂， 20.0 ℃ 、2.0 MPa 条件下， 反应 0.5h， 以98%的产率得到N,N'-bis(4-fluorophenyl)-1,2-diphenylethane-1,2-diamine
  参考文献：
  名称：

  二亚胺的高立体选择性无金属氢化用于合成顺式二胺。

  摘要：

  在温和的条件下，使用5–10 mol％的Piers's硼烷作为催化剂，首次成功实现了邻位二亚胺的高度立体选择性的无金属加氢反应，并在92年中获得了多种顺式-1,2-二胺–99％的收益率。当前的工作提供了一种新颖而有效的方法来合成邻域二胺。

  DOI：

  10.1021/acs.orglett.5b01380
• 作为产物：
  描述：

  4-氟苯胺 在 四(三苯基膦)钯 、 三乙胺 、 三氯氧磷 作用下， 以 氯仿 、 甲苯 为溶剂， 反应 6.0h， 生成 N,N'-(1,2-diphenylethane-1,2-diylidene)bis(4-fluoroaniline)
  参考文献：
  名称：

  Palladium-Catalyzed Diarylation of Isocyanides with Tetraarylleads for the Selective Synthesis of Imines and α-Diimines

  摘要：

  Using tetraaryllead compounds (PbAr4) as arylating reagents, isocyanides undergo selective diarylation in the presence of palladium catalysts such as Pd(OAc)(2) or Pd(PPh3)(4) to afford imines and/or alpha-diimines based on the isocyanide employed. With aliphatic isocyanides, imines are obtained preferentially, whereas alpha-diimines are formed in the case of electron-rich aromatic isocyanides. The differences in imine/alpha-diimine selectivity can be attributed to the stability of imidoylpalladium intermediates formed in this catalytic reaction. Compared with other arylating reagents, tetraaryllead compounds are excellent candidates for use in the selective transformations to imines and/or alpha-diimines, especially in terms of inhibiting the oligomerization of isocyanides, which results in a lower product selectivity in many transition-metal-catalyzed reactions of isocyanides.

  DOI：

  10.1021/acs.joc.9b01639

文献信息

• Ruthenium‐Catalyzed Dehydrogenation Through an Intermolecular Hydrogen Atom Transfer Mechanism
  作者：Lin Huang、Alessandro Bismuto、Simon A. Rath、Nils Trapp、Bill Morandi

  DOI：10.1002/anie.202015837

  日期：2021.3.22

  The direct dehydrogenation of alkanes is among the most efficient ways to access valuable alkene products. Although several catalysts have been designed to promote this transformation, they have unfortunately found limited applications in fine chemical synthesis. Here, we report a conceptually novel strategy for the catalytic, intermolecular dehydrogenation of alkanes using a ruthenium catalyst. The combination

  烷烃直接脱氢是获得有价值的烯烃产品的最有效方法之一。尽管已经设计了几种催化剂来促进这种转变，但不幸的是它们在精细化学合成中的应用有限。在这里，我们报告了一种使用钌催化剂催化烷烃分子间脱氢的概念新颖的策略。氧化还原活性配体和空间位阻芳基自由基中间体的组合释放了这种新策略。重要的是，已经进行了机理研究，为进一步开发这种新型催化脱氢系统提供了概念框架。
• Electronically tunable N-heterocyclic carbene ligands: 1,3-diaryl vs. 4,5-diaryl substitution
  作者：James W. Ogle、Stephen A. Miller

  DOI：10.1039/b914732b

  日期：——

  The catalytic activity of iridium-mediated transfer hydrogenation is readily tuned by electronic variation of the ligated tetraaryl-N-heterocyclic carbene and the installation of electron donating groups on the N-aryl substituents is more important than on the C-aryl substituents for effecting catalytic enhancement.

  铱介导的转移氢化反应的催化活性可以通过配位的四芳基N-杂环卡宾的电子变化来轻松调节，而在N-芳基取代基上安装供电子基团对于提升催化效果比在C-芳基取代基上更为重要。
• 一种1,2-二芳基乙二胺类化合物的制备方法
  申请人：中国科学院化学研究所

  公开号：CN106146316B

  公开（公告）日：2017-12-08

  本发明公开了一种1,2‑二芳基乙二胺类化合物的制备方法。该方法包括如下步骤：在B(C6F5)3的催化下，以H2为还原剂，式II所示化合物经还原反应即得式I所示化合物(1,2‑二芳基乙二胺类化合物)；式I和式II中，Ar1和Ar2均为苯基或取代苯基；所述取代苯基中，取代基的取代位为邻位、间位和对位中的任意一个或两个，取代基为甲基、甲氧基、氟原子或溴原子。本发明以B( )3为催化剂，以1,2‑二芳基二亚胺类化合物为底物，高产率、高非对映选择性(dr>99:1)的合成了1,2‑二芳基乙二胺类化合物；原料容易获得，反应条件温和，反应活性高，底物适用范围广，具有较大的工业化潜力。
• Synthesis of Electronically Diverse Tetraarylimidazolylidene Carbenes via Catalytic Aldimine Coupling
  作者：James W. Ogle、Jubo Zhang、Joseph H. Reibenspies、Khalil A. Abboud、Stephen A. Miller

  DOI：10.1021/ol8012765

  日期：2008.9.1

  A new method for synthesizing symmetrical N-heterocyclic imidazolium salts is described. Catalytic coupling of aldimines with cyanide followed by oxidation gives alpha-diketimines, which can then be cyclized with formaldehyde in acidic media. This two-step procedure requires no chromatography and allows the synthesis of electronically diverse 1,3,4,5-tetraarylimidazolylidene carbenes.
• The influence of the ligand structure on the properties of (α-diimine)nickel catalysts in the polymerization and oligomerization of ethylene
  作者：Markus Helldörfer、Judith Backhaus、Helmut G Alt

  DOI：10.1016/s0020-1693(03)00084-7

  日期：2003.7

  (alpha-Diimine)nickel(II) dihalide complexes are suitable catalyst precursors for the polymerization and oligomerization of olefins after activation with methylaluminoxane (MAO). The catalytic properties of these complexes and the character of the obtained polymers depend on the ligand structure of the used catalysts. Substituents on the arene moiety and/or the backbone of the ligand influence the active site of the catalyst during the polymerization reaction. Therefore, polymerization products of low molecular weights (oligomers) to high molecular weights (polymers) can be obtained. Activities, molecular weights of the products and the formation of various isomers of the obtained oligomers show clear dependencies on the molecular structure of the catalyst precursors. (C) 2003 Elsevier Science B.V. All rights reserved.