N-benzyl-1-(4-(phenyldiazenyl)phenyl)methanamine | 1360537-66-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: N-benzyl-1-(4-(phenyldiazenyl)phenyl)methanamine
• CAS: 1360537-66-1
• 化学式: C₂₀H₁₉N₃
• 分子量: 301.391
• InChiKey: ZAMACWCHXQCWEE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.39
• 重原子数：
  23.0
• 可旋转键数：
  6.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  36.75
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  在 盐酸 、 碳酸氢钠 作用下， 以 乙醚 、 苯 、 甲醇 为溶剂， 反应 3.0h， 以80%的产率得到N-benzyl-1-(4-(phenyldiazenyl)phenyl)methanamine
  参考文献：
  名称：

  Iridium-Catalyzed Reduction of Secondary Amides to Secondary Amines and Imines by Diethylsilane

  摘要：

  Catalytic reduction of secondary amides to imines and secondary amines has been achieved using readily available iridium catalysts such as [Ir(COE)(2)Cl](2) with diethylsilane as reductant. The stepwise reduction to secondary amine proceeds through an imine intermediate that can be isolated when only 2 equiv of silane is used. This system requires low catalyst loading and shows high efficiency (up to 1000 turnovers at room temperature with 99% conversion have been attained) and an appreciable level of functional group tolerance.

  DOI：

  10.1021/ja304547s

文献信息

• Zinc-Catalyzed Chemoselective Reduction of Tertiary and Secondary Amides to Amines
  作者：Shoubhik Das、Daniele Addis、Kathrin Junge、Matthias Beller

  DOI：10.1002/chem.201101143

  日期：2011.10.17

  procedures for the catalytic hydrosilylation of secondary and tertiary amides under mild conditions have been developed. In the presence of inexpensive zinc catalysts, tertiary amides are easily reduced by applying monosilanes. Key to success for the reduction of the secondary amides is the use of zinc triflate and disilanes with dual SiH moieties. The presented hydrosilylations proceed with excellent

  已经开发了在温和条件下催化仲和叔酰胺氢化硅烷化的通用且方便的方法。在廉价的锌催化剂存在下，通过应用甲硅烷很容易还原叔酰胺。还原仲酰胺成功的关键是使用三氟甲磺酸锌和具有双SiH部分的乙硅烷。在敏感的酯，硝基，偶氮，腈，烯烃和其他官能团的存在下，提出的加氢甲硅烷基化反应具有优异的化学选择性，因此使该方法对有机合成具有吸引力。