N,N'-bis(4-bromophenyl)-(1,1'-binaphthyl)-4,4'-diamine | 1331748-52-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N,N'-bis(4-bromophenyl)-(1,1'-binaphthyl)-4,4'-diamine
• 英文别名: 4-[4-(4-bromoanilino)naphthalen-1-yl]-N-(4-bromophenyl)naphthalen-1-amine
• CAS: 1331748-52-7
• 化学式: C₃₂H₂₂Br₂N₂
• 分子量: 594.348
• InChiKey: DWYFCQXUKURIBD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.5
• 重原子数：
  36
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  N-(4-bromophenyl)naphthalen-1-amine 在 potassium carbonate 、 iron(III) chloride 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.08h， 以90%的产率得到N,N'-bis(4-bromophenyl)-(1,1'-binaphthyl)-4,4'-diamine
  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

• 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.