N,N'-bis(4-methoxyphenyl)-1,2-diphenylethane-1,2-diimine | 32349-49-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: N,N'-bis(4-methoxyphenyl)-1,2-diphenylethane-1,2-diimine
• CAS: 32349-49-8
• 化学式: C₂₈H₂₄N₂O₂
• 分子量: 420.511
• InChiKey: HSXVTTBMTFKBOW-UHFFFAOYSA-N

物化性质

• 熔点：
  171-172 °C
• 沸点：
  592.9±60.0 °C(Predicted)
• 密度：
  1.07±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  43.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-bis(4-methoxyphenyl)-1,2-diphenylethane-1,2-diimine 在 盐酸 、 聚合甲醛 作用下， 以 1,4-二氧六环 、 水 、 甲苯 为溶剂， 以31%的产率得到1,3-bis(4-methoxyphenyl)-4,5-diphenyl-1H-imidazol-3-ium chloride
  参考文献：
  名称：

  Synthesis of Electronically Diverse Tetraarylimidazolylidene Carbenes via Catalytic Aldimine Coupling

  摘要：

  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.

  DOI：

  10.1021/ol8012765
• 作为产物：
  描述：

  4'-甲氧基甲酰苯胺 在 palladium diacetate 、 三乙胺 、 三氯氧磷 作用下， 以 氯仿 、 水 、 乙腈 为溶剂， 反应 6.0h， 生成 N,N'-bis(4-methoxyphenyl)-1,2-diphenylethane-1,2-diimine
  参考文献：
  名称：

  Palladium-Catalyzed Synthesis of α-Diimines from Triarylbismuthines and Isocyanides

  摘要：

  In this study, we report a highly selective coupling reaction between triarylbismuthines and isocyanides using palladium diacetate as the catalyst, affording alpha-diimines, with the formation of three C-C bonds. Among several aryl sources,(Ar-YLn : Y = B, Sn, Pb, Sb, Bi, I), only triarylbismuthines successfully undergo coupling with isocyanides to selectively afford alpha-diimines. The coupling reaction exhibits the advantages of high atom economy and convenient operation, with no need for any additive.

  DOI：

  10.1021/acs.orglett.5b01566

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。
• Stereocontrol in the reduction of 1,2-diimine with an oxazaborolidine catalyst. Highly stereoselective preparation of (R,R)-1,2-diphenylethylenediamine
  作者：Makoto Shimizu、Mie Kamei、Tamotsu Fujisawa

  DOI：10.1016/0040-4039(95)01825-3

  日期：1995.11

  Highly enantioselective reduction of 1,2-bis(p-methoxyphenylimino)-1,2-diphenylethane was conducted even with 0.5 mol% of new oxazaborolidine derived form L-threonine and a stoichiometric amount of BH3·THF to give 1,2-diphenylethylenediamine derivative in excellent enantiomeric purity. The subsequent deprotection of nitrogen atoms afforded (R,R)-1,2-diphenylethylenediamine in enantiomerically pure

  甚至用0.5mol％的L-苏氨酸衍生的新的恶唑硼烷和化学计算量的BH 3 ·THF进行1，2-双（对甲氧基苯基亚氨基）-1,2-二苯乙烷的高度对映选择性还原，得到1,2-具有优异对映体纯度的二苯基乙二胺衍生物。随后的氮原子脱保护得到对映体纯形式的（R，R）-1,2-二苯基乙二胺。
• A Novel Decyanogenative Coupling of α-Cyanoimines Mediated by Samarium. A Facile Route to α-Diketimines
  作者：Ashim J. Thakur、Dipak Prajapati、Jagir S. Sandhu

  DOI：10.1246/cl.2004.102

  日期：2004.2

  Conversion of α-cyanoimines 1 into α-diketimines 2 has been achieved successfully by using samarium diiodide in dry tetrahydrofuran in high yields without formation of anilinoanil 3, 1,2-diamines 4 or anilides 5.

  α-氰亚胺1转化为α-二酮亚胺2已成功实现，采用干燥的四氢呋喃中的二碘锶，反应产率高，并且没有生成联苯胺3、1,2-二胺4或酰胺5。
• Bio active mixed ligand complexes of Cu(II), Ni(II) and Zn(II): Synthesis, spectral, XRD, DNA binding and cleavage properties
  作者：Natarajan Raman、Rajkumar Mahalakshmi

  DOI：10.1016/j.inoche.2013.12.012

  日期：2014.2

  presents the synthesis of complex combinations of Cu(II), Zn(II) and Ni(II) with Schiff bases obtained by the condensation reaction of diphenylglyoxal with 1-amino-4-nitrobenzene (L1)/1-amino-4-chlorobenzene (L2)/p-anisidine (L3) as the main ligand and 1,10-phenanthroline as the co-ligand respectively. The characterization of newly formed complexes has been done by spectral and molar conductivity studies

  摘要 本文介绍了通过二苯基乙二醛与 1-氨基-4-硝基苯 (L1)/1-氨基- 缩合反应获得的席夫碱合成 Cu(II)、Zn(II) 和 Ni(II) 的复杂组合。 4-氯苯（L2）/对茴香胺（L3）为主要配体，1,10-菲咯啉分别为辅配体。新形成的复合物的表征已通过光谱和摩尔电导率研究完成。已经检查了配体及其复合物在体外对抗细菌和真菌生长的生物功效，以评估它们的抗菌潜力。体外抗菌和抗真菌试验表明，这些复合物是针对各种病原体的良好抗菌剂。X-射线粉末衍射表明配合物具有结晶性质。金属配合物对 DNA 的影响是通过 pUC19 DNA 琼脂糖凝胶电泳在 50 V 下进行 2 小时进行的。结果表明复合物通过嵌入与 DNA 结合并充当有效的切割剂。