1,4-二乙基-2,3-二苯基-哌嗪 | 1032818-09-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 1,4-二乙基-2,3-二苯基-哌嗪
• 英文名称: 1,4-diethyl-2,3-diphenylpiperazine
• 英文别名: 1,4-Diethyl-2,3-diphenyl-piperazine
• CAS: 1032818-09-9
• 化学式: C₂₀H₂₆N₂
• 分子量: 294.44
• InChiKey: DIQNNWQVPZIZFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-ethyl-2-phenylaziridine 、 二氧化碳 在 zirconium sulfate tetrahydrate 作用下， 99.84 ℃ 、6.0 MPa 条件下， 反应 2.0h， 以30%的产率得到3-ethyl-5-phenyloxazolidin-2-one
  参考文献：
  名称：

  氧化锆：无溶剂条件下由氮丙啶和CO 2合成5-芳基-2-恶唑烷酮的有效可循环催化剂

  摘要：

  发现氧化锆氯化物是氮丙啶与CO 2的环加成反应的有效催化剂，因此导致在无溶剂条件下优先形成5-芳基-2-恶唑烷酮。该方法可以扩展到具有高转化率和化学，区域和立体选择性的各种取代的氮丙啶。此外，该催化剂可以重复使用五次，而不会显着降低活性。有趣的是，回收的催化剂与新鲜催化剂相比显示出更高的活性，大概是由于其形态变化。这种廉价且水分稳定的催化剂的使用使该方案实用，对环境无害且在经济上具有吸引力。

  DOI：

  10.1016/j.tet.2009.05.034

文献信息

• Protic onium salts-catalyzed synthesis of 5-aryl-2-oxazolidinones from aziridines and CO2 under mild conditions
  作者：Zhen-Zhen Yang、Yu-Nong Li、Yang-Yang Wei、Liang-Nian He

  DOI：10.1039/c1gc15581d

  日期：——

  Protic onium salts, e.g.pyridium iodide, proved to be highly efficient and recyclable catalysts for the selective synthesis of 5-aryl-2-oxazolidinones under a CO2 atmosphere at room temperature, presumably due to aziridine activation assisted by hydrogen bonding on the basis of 1H NMR and in situ FT IR under CO2 pressure study.

  原子性阳离子盐，例如吡啶碘化物，被证明是在室温下在二氧化碳气氛中选择性合成5-芳基-2-噁唑烷酮的高效且可回收催化剂，这可能是由于在二氧化碳压力下的1H NMR和原位FT IR研究显示的氢键作用辅助了氮杂环的活化。
• Cycloaddition of Aziridine with CO₂/CS₂ Catalyzed by Amidato Divalent Lanthanide Complexes
  作者：Yueqin Xie、Chengrong Lu、Bei Zhao、Qianyu Wang、Yingming Yao

  DOI：10.1021/acs.joc.8b02924

  日期：2019.2.15

  Eu (1); n = 2, Ln = Eu (3), Yb (4); HL1 = tBuC6H4CONHC6H3(iPr)2; HL2 = C6H5CONHC6H3(iPr)2) and L3Eu[N(SiMe3)2]THF}L32Eu(THF)2} (2) (HL3 = ClC6H4CONHC6H3(iPr)2)) were applied in the cycloaddition reactions of aziridines with carbon dioxide (CO2) or carbon disulfide (CS2) under mild conditions. The corresponding oxazolidinones and thiazolidine-2-thiones were obtained in good to excellent yields with

  这是酰胺酰胺镧酰胺（L n Ln [N（SiMe 3）2 ] THF}} 2（n = 1，Ln = Eu（1）; n = 2，Ln = Eu（3），Yb （4）； HL 1＝t BuC 6 H 4 CONHC 6 H 3（i Pr）2； HL 2＝ C 6 H 5 CONHC 6 H 3（i Pr）2）和L 3Eu [N（SiMe 3）2 ] THF} L 3 2 Eu（THF）2 }（2）（HL 3 = ClC 6 H 4 CONHC 6 H 3（i Pr）2））被用于以下反应的环加成反应：氮丙啶与二氧化碳（CO 2）或二硫化碳（CS 2）在温和的条件下。获得了相应的恶唑烷酮和噻唑烷-2-硫酮，具有良好的收率和优异的官能团耐受性。
• Proline-Catalyzed Synthesis of 5-Aryl-2-oxazolidinones from Carbon Dioxide and Aziridines Under Solvent-Free Conditions
  作者：Xiao-Yong Dou、Liang-Nian He、Zhen-Zhen Yang

  DOI：10.1080/00397911.2010.521903

  日期：2012.1.1

  Natural alpha-amino acids were proven to be ecofriendly and recyclable catalysts for the carboxylation of aziridines with CO2 without utilization of any organic solvents or additives. Notably, a series of 5-aryl-2-oxazolidinones were obtained in good yield together with excellent chemo- and regioselectivity under mild conditions using proline as the catalyst. Notably, the catalyst could be recycled more than five times after a simple separation procedure without appreciable loss of catalytic activity. This process represents a promising strategy for homogeneous catalyst recycling.
• Quaternary Ammonium Bromide Functionalized Polyethylene Glycol: A Highly Efficient and Recyclable Catalyst for Selective Synthesis of 5-Aryl-2-oxazolidinones from Carbon Dioxide and Aziridines Under Solvent-Free Conditions
  作者：Ya Du、Ying Wu、An-Hua Liu、Liang-Nian He

  DOI：10.1021/jo800269v

  日期：2008.6.1

  A quaternary ammonium bromide covalently bound to polyethylene glycol (PEG, MW = 6000), i.e., PEG(6000)-(NBu3Br)(2), was found to be an efficient and recyclable catalyst for the cycloaddition reaction of aziridines to CO2 under mild conditions without utilization of additional organic solvents or cocatalysts. As a result, 5-aryl-2-oxazolidinone was obtained in high yield with excellent regioselectivity. The catalyst worked well for a wide variety of 1-alkyl-2-arylaziridines. Besides, the catalyst could be recovered by centrifugation and reused without significant loss of catalytic activity and selectivity.