1,2,3,4-tetrahydro-N-(4-nitrophenyl)-1-phenylnaphthalen-1-amine | 1394958-69-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 1,2,3,4-tetrahydro-N-(4-nitrophenyl)-1-phenylnaphthalen-1-amine
• CAS: 1394958-69-0
• 化学式: C₂₂H₂₀N₂O₂
• 分子量: 344.413
• InChiKey: SCKGIJJCAGCXPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.29
• 重原子数：
  26.0
• 可旋转键数：
  4.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  55.17
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  4-nitrophenyl azide 、 3,4-二氢-1-苯基萘 在 cobalt(II) 5,10,15,20-tetraphenylporphyrin 作用下， 以54%的产率得到1,2,3,4-tetrahydro-N-(4-nitrophenyl)-1-phenylnaphthalen-1-amine
  参考文献：
  名称：

  Co(porphyrin)-catalysed amination of 1,2-dihydronaphthalene derivatives by aryl azides

  摘要：

  Co(porphyrin) complexes promote an unusual reactivity of dihydronaphthalene towards several aryl azides. The reaction affords the benzylic amine of tetrahydronaphthalene instead yielding the amine of dihydronaphthalene as it normally happens in the presence of Ru(porphyrin)CO catalysts. The amination process occurs with the concomitant reduction of the dihydronaphthalene double bond probably due to the high reactivity of the endocyclic C=C bond coupled with the good hydrogen donor capability of dihydronaphthalene. Two mechanisms for this reaction are proposed. (C) 2012 Elsevier B. V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.07.013