4,4'-di(piperidin-1-yl)-1,1'-binaphthyl | 1027919-53-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,4'-di(piperidin-1-yl)-1,1'-binaphthyl
• 英文别名: 1-[4-(4-Piperidin-1-ylnaphthalen-1-yl)naphthalen-1-yl]piperidine
• CAS: 1027919-53-4
• 化学式: C₃₀H₃₂N₂
• 分子量: 420.597
• InChiKey: KVVQSQIUQSARMO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.33
• 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-萘-1-基哌啶 在 potassium carbonate 、 iron(III) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 5.08h， 以52%的产率得到4,4'-di(piperidin-1-yl)-1,1'-binaphthyl
  参考文献：
  名称：

  Iron(III)-Promoted Oxidative Coupling of Naphthylamines: Synthetic and Mechanistic Investigations

  摘要：

  A facile route to the synthesis of 1,1'-binaphthyl-4,4'-diamines (naphthidines) and 1,1'-binaphthyl-2,2'-diamines (BINAMs) was developed by the oxidative homocoupling of 1- and 2-naphthylamines, respectively, using FeCl(3) as oxidant and K(2)CO(3) as base in 1,2-dichloroethane under ambient conditions. A preliminary mechanistic investigation was performed by the ESR spectroscopy and intermediate-trapping technique.

  DOI：

  10.1021/ol202058r

文献信息

• Conversion of Propargyl Alcohols to Chloroallenes and Arylalkynes Using the TiCl₄/R₃N Reagent System
  作者：Galla V. Karunakar、Mariappan Periasamy

  DOI：10.1021/jo060683m

  日期：2006.9.1

  Whereas the reaction of certain propargyl alcohols with TiCl4 in the presence of tertiary alkylamines gives the corresponding chloroallenes in 37-58% yields, reaction with the tertiary arylamines gives the corresponding arylalkynes in 68-77% yields.
• Iron(III)-Promoted Oxidative Coupling of Naphthylamines: Synthetic and Mechanistic Investigations
  作者：Xin-Le Li、Jin-Hua Huang、Lian-Ming Yang

  DOI：10.1021/ol202058r

  日期：2011.9.16

  A facile route to the synthesis of 1,1'-binaphthyl-4,4'-diamines (naphthidines) and 1,1'-binaphthyl-2,2'-diamines (BINAMs) was developed by the oxidative homocoupling of 1- and 2-naphthylamines, respectively, using FeCl(3) as oxidant and K(2)CO(3) as base in 1,2-dichloroethane under ambient conditions. A preliminary mechanistic investigation was performed by the ESR spectroscopy and intermediate-trapping technique.