N,N'-bis-(3-chlorophenyl)-1,2-diphenylethane-1,2-diimine | 32382-35-7

• 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-(3-chlorophenyl)-1,2-diphenylethane-1,2-diimine
• 英文别名: N,N'-di(p-chlorophenyl)-1,2-diphenylethane-1,2-diimine；N.N'-Di-p-chlorbenzildiimin；N,N'-bis(4-chlorophenyl)-1,2-diphenylethane-1,2-diimine
• CAS: 32382-35-7
• 化学式: C₂₆H₁₈Cl₂N₂
• 分子量: 429.348
• InChiKey: NZNXIILDPKDQFQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.8
• 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：
  2

反应信息

• 作为反应物：
  描述：

  N,N'-bis-(3-chlorophenyl)-1,2-diphenylethane-1,2-diimine 在 盐酸 作用下， 反应 14.0h， 生成 联苯甲酰
  参考文献：
  名称：

  A Novel Decyanogenative Coupling of α-Cyanoimines Mediated by Samarium. A Facile Route to α-Diketimines

  摘要：

  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。

  DOI：

  10.1246/cl.2004.102
• 作为产物：
  描述：

  (4-chloro-phenylimino)-phenyl-acetonitrile 在 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 反应 19.0h， 以70%的产率得到N,N'-bis-(3-chlorophenyl)-1,2-diphenylethane-1,2-diimine
  参考文献：
  名称：

  A Novel Decyanogenative Coupling of α-Cyanoimines Mediated by Samarium. A Facile Route to α-Diketimines

  摘要：

  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。

  DOI：

  10.1246/cl.2004.102

文献信息

• 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。
• A Novel Reductive Dimerization/Oxidative Dehydrogenation of Aldimines Mediated by Lanthanoid Metals
  作者：Wusong Jin、Yoshikazu Makioka、Tsugio Kitamura、Yuzo Fujiwara

  DOI：10.1021/jo001328d

  日期：2001.1.1

  A lanthanoid metal-mediated novel reductive dimerization/oxidative dehydrogenation of a variety of aldimines has been achieved. Aromatic aldimines (1) were dimerized in the presence of 0.5 mol of ytterbium metal (Yb) and 1-naphthaldehyde (1-NpCHO) to give the corresponding vicinal diimines (2) in good to high yields. Samarium metal (Sm) or samarium(II) diiodide (SmI2) gives unsatisfied yields under the same reaction conditions. As an oxidant, 1-NpCHO gives the best result. In addition, HMPA plays an important role as a cosolvent in this reaction. Reaction of various aldimines with Yb metal is disscussed in detail. Moreover, it has been found that the electron-donating substitutents on the benzene ring promote the reaction and that the electron-withdrawing substitutents retard the reaction. The reaction of deuterated N-benzylideneaniline with Yb metal confirmed that transformation of the hydride occurred from aldimines to the oxidant aldehyde. The mechanism of the reaction was discussed.
• Palladium-Catalyzed Diarylation of Isocyanides with Tetraarylleads for the Selective Synthesis of Imines and α-Diimines
  作者：Cong Chi Tran、Shin-ichi Kawaguchi、Yohsuke Kobiki、Hitomi Matsubara、Dat Phuc Tran、Shintaro Kodama、Akihiro Nomoto、Akiya Ogawa

  DOI：10.1021/acs.joc.9b01639

  日期：2019.9.20

  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.
• Bazgir, Ayoob, Journal of Chemical Research, 2006, # 1, p. 1 - 2
  作者：Bazgir, Ayoob

  DOI：——

  日期：——
• Singh; Mahajan, Journal of Chemical Research, 2004, # 6, p. 410 - 411
  作者：Singh、Mahajan

  DOI：——

  日期：——