1,2-Dianilino-1,2-di(p-methoxyphenyl)ethan | 83871-65-2

• 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: 1,2-Dianilino-1,2-di(p-methoxyphenyl)ethan
• 英文别名: rac.-N,N'-Diphenyl-α,α'-di-p-anisyl-ethylendiamin；meso-N,N'-Diphenyl-α,α'-di-p-anisyl-ethylendiamin；dl-1.2-Di-p-anisyl-N.N'-diphenylethylendiamin；meso-1.2-Di-p-anisyl-N.N'-diphenylethylendiamin；1,2-Ethanediamine, 1,2-bis(4-methoxyphenyl)-N,N'-diphenyl-；1,2-bis(4-methoxyphenyl)-N,N'-diphenylethane-1,2-diamine
• CAS: 83871-65-2
• 化学式: C₂₈H₂₈N₂O₂
• 分子量: 424.543
• InChiKey: XLPUGNMFPTVVIJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  32
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  42.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,2-Dianilino-1,2-di(p-methoxyphenyl)ethan 在 三氟化硼乙醚 、 氧气 作用下， 以 氘代乙腈 为溶剂， 反应 114.0h， 以67%的产率得到(E)-N-(4-methoxybenzylidene)aniline
  参考文献：
  名称：

  Oxidative carbon carbon bond cleavage reaction of 1,2-diamines and 1,2-amino alcohols under an oxygen atmosphere

  摘要：

  Under an atmosphere of oxygen 1,2-diamines underwent clean oxidative cleavage in the presence of BF3-OEt2 to give imines in good to excellent yields. 1,2-Amino alcohols were also cleaved under the same conditions to give imines and aldehydes in good yields. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01945-1
• 作为产物：
  描述：

  (E)-N-(4-methoxybenzylidene)aniline 在 nickel(II) iodide 、 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 反应 0.08h， 以87%的产率得到1,2-Dianilino-1,2-di(p-methoxyphenyl)ethan
  参考文献：
  名称：

  二碘化//二碘化镍是亚胺均相和异偶合反应的有效系统

  摘要：

  在催化量的二碘化镍存在下，二碘化可将亚胺非常快速地二聚为邻位二胺，并将亚胺和酮混合偶联，生成β-氨基醇。

  DOI：

  10.1016/s0040-4039(98)02673-2

文献信息

• Reductive dimerization and reduction of imines using lanthanum metal
  作者：Toshiki Nishino、Yutaka Nishiyama、Noboru Sonoda

  DOI：10.1002/hc.10007

  日期：——

  of iodine gave the reductive dimerization product of 1a, a vic-diamine, in good yield. Various vic-diamines were synthesized from aldimines in this manner in moderate to good yields. Our findings suggest that electrons of a zero-valent lanthanum metal were efficiently utilized in this reductive dimerization. In the reaction of ketimines, however, a similar reductive dimerization did not take place

  用半当量的镧金属和催化量的碘处理 N-亚苄基苯胺 (1a) 得到 1a 的还原性二聚产物，一种 vic-二胺，收率良好。以这种方式从醛亚胺以中等至良好的产率合成了各种vic-二胺。我们的研究结果表明，零价镧金属的电子在这种还原二聚化中得到了有效利用。然而，在酮亚胺的反应中，没有发生类似的还原二聚反应，相应的胺作为唯一产物形成。© 2002 Wiley Periodicals, Inc. 杂原子化学 13:131–135, 2002; 在线发表于 Wiley Interscience (www.interscience.wiley.com)。DOI 10.1002/hc.10007
• Reductive Coupling of Aldimines Mediated with Samarium Catalyzed by Cp₂TiCl₂
  作者：Puhong Liao、You Huang、Yongmin Zhang

  DOI：10.1080/00397919708006083

  日期：1997.5

  Reductive coupling of aldimines into vicinal diamines mediated with samarium catalyzed by Cp(2)TiCl(2) proceeds in refluxing THF with good yields.
• Novel reductive coupling of aldimines to vicinal diamines
  作者：Bipul Baruah、Dipak Prajapati、Jagir S. Sandhu

  DOI：10.1016/00404-0399(50)1331-b

  日期：1995.9
• 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.
• Hess, U.; Thiele, R., Journal fur praktische Chemie (Leipzig 1954), 1982, vol. 324, # 3, p. 385 - 399
  作者：Hess, U.、Thiele, R.

  DOI：——

  日期：——