N-(4-(tert-butyl)phenyl)-1,2,3,4-tetrahydronaphthalen-1-amine | 1041514-14-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: N-(4-(tert-butyl)phenyl)-1,2,3,4-tetrahydronaphthalen-1-amine
• 英文别名: N-(4-tert-butylphenyl)-1,2,3,4-tetrahydronaphthalen-1-amine
• CAS: 1041514-14-0
• 化学式: C₂₀H₂₅N
• 分子量: 279.425
• InChiKey: LNLHKEQWSWNQHR-UHFFFAOYSA-N

物化性质

• 沸点：
  420.0±34.0 °C(Predicted)
• 密度：
  1.043±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,2,3,4-四氢萘 、 1-azido-4-tert-butylbenzene 在 C₁₅₇H₁₃₅F₁₆FeN₄O₂₅ 作用下， 反应 0.25h， 以60%的产率得到N-(4-(tert-butyl)phenyl)-1,2,3,4-tetrahydronaphthalen-1-amine
  参考文献：
  名称：

  Glycoporphyrin Catalysts for Efficient C–H Bond Aminations by Organic Azides

  摘要：

  We report herein the synthesis of new glycoporphyrin ligands which bear a glucopyranoside derivative on each meso-aryl moiety of the porphyrin skeleton. The saccharide unit is directly conjugated to the porphyrin or a triazole spacer is placed between the carbohydrate and porphyrin ring. The obtained glycoporphyrin ligands were employed to synthesize cobalt(II), ruthenium(II), and iron(III) complexes which were tested as catalysts of C-H bond aminations by organic azides. Two of the synthesized complexes were very efficient in promoting catalytic reactions, and the results achieved indicated that ruthenium and iron complexes show an interesting complementary catalytic activity in several amination reactions. The eco-friendly iron catalyst displayed very good chemical stability in catalyzing the amination reaction for three consecutive runs without losing catalytic activity.

  DOI：

  10.1021/acs.organomet.5b00436

文献信息

• Co(porphyrin)-catalysed amination of 1,2-dihydronaphthalene derivatives by aryl azides
  作者：Paolo Zardi、Daniela Intrieri、Alessandro Caselli、Emma Gallo

  DOI：10.1016/j.jorganchem.2012.07.013

  日期：2012.10

  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.
• Glycoporphyrin Catalysts for Efficient C–H Bond Aminations by Organic Azides
  作者：Giorgio Tseberlidis、Paolo Zardi、Alessandro Caselli、Damiano Cancogni、Matteo Fusari、Luigi Lay、Emma Gallo

  DOI：10.1021/acs.organomet.5b00436

  日期：2015.8.10

  We report herein the synthesis of new glycoporphyrin ligands which bear a glucopyranoside derivative on each meso-aryl moiety of the porphyrin skeleton. The saccharide unit is directly conjugated to the porphyrin or a triazole spacer is placed between the carbohydrate and porphyrin ring. The obtained glycoporphyrin ligands were employed to synthesize cobalt(II), ruthenium(II), and iron(III) complexes which were tested as catalysts of C-H bond aminations by organic azides. Two of the synthesized complexes were very efficient in promoting catalytic reactions, and the results achieved indicated that ruthenium and iron complexes show an interesting complementary catalytic activity in several amination reactions. The eco-friendly iron catalyst displayed very good chemical stability in catalyzing the amination reaction for three consecutive runs without losing catalytic activity.