1-(1,2-Diphenyl-2-pyrrolidin-1-ylethyl)pyrrolidine | 1166399-53-6

• 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-(1,2-Diphenyl-2-pyrrolidin-1-ylethyl)pyrrolidine
• CAS: 1166399-53-6
• 化学式: C₂₂H₂₈N₂
• 分子量: 320.478
• InChiKey: XAMJZICIEQIVJK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 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：

  N-(α-benzotriazolylbenzyl)pyrrolidine 在 samarium diiodide 作用下， 以 四氢呋喃 为溶剂， 生成 1-(1,2-Diphenyl-2-pyrrolidin-1-ylethyl)pyrrolidine
  参考文献：
  名称：

  EPR Studies on the SmI₂-Promoted Coupling of N-(N‘,N‘-Dialkylaminoalkyl)benzotriazoles

  摘要：

  [GRAPHICS]Radicals generated in the Sml(2)-promoted coupling of N-(N',N'-dialkylaminoalkyl)benzotriazoles 1 have been detected using the EPR spin-trapping technique, Single electron transfer (SET) between 1 and Sml(2) is discussed as a mechanism for the formation of the radicals.

  DOI：

  10.1021/ol9902733

文献信息

• Synthesis of vicinal diamines by SmI2-promoted reduction of N-(N′,N′-Dialkylaminoalkyl)benzotriazoles
  作者：José M. Aurrecoechea、Alvaro Fernández-Acebes

  DOI：10.1016/s0040-4039(00)61280-7

  日期：1992.8

  N-(N′,N′-Dialkylaminoalkyl)benzotriazoles, derived from aldehydes and secondary amines, react with one equivalent of samarium iodide (SmI2), under mild conditions to afford tertiary vicinal diamines, as a result of C-C coupling between two dialkylaminoalkyl moieties.

  由醛和仲胺衍生的N-（N'，N'-二烷基氨基烷基）苯并三唑在温和的条件下与一当量的碘化sa（SmI 2）反应生成叔邻二胺，这是由于两个二烷基氨基烷基之间的CC偶联部分。
• ULTRASOUND ACCELERATED REDUCTIVE COUPLING OF IMINE OR IMINIUM ION GENERATED IN 5 M LITHIUM PERCHLORATE SOLUTION BY LITHIUM METAL
  作者：Mohammad M. Mojtahedi、Mohammad R. Saidi、Jafar S. Shirzi、Mohammad Bolourtchian

  DOI：10.1081/scc-100107005

  日期：2001.1

  A novel one-pot reductive coupling of imine or iminium ion generated in the concentrated ethereal lithium perchlorate solution was achieved in the presence of lithium metal. The yield of the reaction depends on the reactivity preformed imine or iminium ion. Diamines were formed with high diastereoselectivity in some cases in about 5 h. The reaction time was doubled without the use of ultrasound acceleration.