N1,N2-di(phenyl)-1,2-di(4'-methylphenyl)-1,2-ethanediamine | 83871-63-0

• 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: N1,N2-di(phenyl)-1,2-di(4'-methylphenyl)-1,2-ethanediamine
• 英文别名: 4,4'-dimethyl-N,N'-diphenyl-bibenzyl-α,α'-diyldiamine；1,2-bis(4-methylphenyl)-N,N'-diphenylethane-1,2-diamine
• CAS: 83871-63-0
• 化学式: C₂₈H₂₈N₂
• 分子量: 392.544
• InChiKey: DVJFXASHRICDFN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-N-(4-methylbenzylidene)benzenamine 以30%的产率得到
  参考文献：
  名称：

  SMITH JAMES G.; BOETTGER THOMAS J., SYNTH. COMMUN., 1981, 11, NO 1, 61-64

  摘要：

  DOI：

文献信息

• Samarium Diiodide-Promoted Reductive Coupling of Imines
  作者：Tsuneo Imamoto、Seijiro Nishimura

  DOI：10.1246/cl.1990.1141

  日期：1990.7

  Aromatic aldimines are reductively coupled to 1,2-diamines by treatment with samarium diiodide. Cross-coupling of aromatic ketimines with ketones to 2-aminoalcohols is also promoted by the same reagent.

  芳香性醛亚胺经二碘化钐处理后，可以还原耦合生成1,2-二胺。同样，通过该试剂还能促进芳香性酮亚胺与酮的交叉耦合反应，生成2-氨基醇。
• Synergistic Photoredox Catalysis and Organocatalysis for Inverse Hydroboration of Imines
  作者：Nengneng Zhou、Xiang-Ai Yuan、Yue Zhao、Jin Xie、Chengjian Zhu

  DOI：10.1002/anie.201800421

  日期：2018.4.3

  The first catalytic inverse hydroboration of imines with N‐heterocyclic carbene (NHC) boranes has been realized by means of cooperative organocatalysis and photocatalysis. This catalytic combination provides a promising platform for promoting NHC‐boryl radical chemistry under sustainable and radical‐initiator‐free conditions. The highly important functional‐group compatibility and possible application

  N-杂环卡宾（NHC）硼烷对亚胺进行的第一个催化逆硼氢化反应是通过协同有机催化和光催化实现的。这种催化组合为在可持续和无自由基引发剂的条件下促进NHC-硼自由基化学提供了一个有前途的平台。高度重要的官能团相容性及其在后期硼氢化反应中的可能应用代表了朝着增强的α-氨基有机硼文库迈出的重要一步。
• 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
• Salt/ligand-activated low-valent titanium formulations: the ‘salt effect’ on diastereoselective carbon–carbon bond forming SET reactions
  作者：Shyam M. Rele、Sandip K. Nayak、Subrata Chattopadhyay

  DOI：10.1016/j.tet.2008.05.084

  日期：2008.7

  the construction of highly efficient low-valent titanium (LVT) reagents. These salt-activated LVT reagents while exhibiting enhanced chemoselectivity and diastereoselectivity accelerated the reductive olefination rates of aromatic and aliphatic carbonyls under ambient temperature conditions and in much reduced reaction times. The versatility of the salted reagent was further explored in other single

  全面研究外源添加正电金属盐作为促进剂/辅助活化剂对预制LVT物种的影响，导致了高效低价钛（LVT）试剂的构建。这些盐活化的LVT试剂在表现出增强的化学选择性和非对映选择性的同时，在环境温度条件下加快了芳族和脂族羰基的还原性烯烃化速率，并大大缩短了反应时间。腌制试剂的通用性在其它单电子转移反应，即，亚氨基-频哪醇偶合，并从菲的一锅合成进一步探讨ö-烷氧基芳族羰基。我们设想，与多相非均质胶体浆料相反，盐活化的LVT试剂可提供均一的粘性均质浆料，从而生成高反应性单体金属间LVT配合物。通过研究外部配体/助剂/氧化还原剂对LVT试剂和一般有机金属的影响，继续明智地探索新兴的范式，对于扩大经典McMurry反应和其他SET反应的范围和实用性至关重要。
• Organic reaction in water. Part 1. A convenient method for reduction of imines using zinc powder
  作者：Takehito Tsukinoki、Yoshiharu Mitoma、Satoko Nagashima、Takatoshi Kawaji、Iwao Hashimoto、Masashi Tashiro

  DOI：10.1016/s0040-4039(98)01904-2

  日期：1998.11

  Reduction of imines was performed with zinc powder in 5% aq NaOH solutionwithout any organic solvents under mild conditions, and the corresponding amines were obtained in good yields.

  在温和条件下，在无任何有机溶剂的情况下，用锌粉在5％NaOH水溶液中还原亚胺，并以高收率获得相应的胺。