N-octyl-[1,1'-biphenyl]-4-amine | 1013913-33-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-octyl-[1,1'-biphenyl]-4-amine
• 英文别名: N-octyl-4-phenylaniline
• CAS: 1013913-33-1
• 化学式: C₂₀H₂₇N
• 分子量: 281.441
• InChiKey: NOLXXGZGTXLSSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  21
• 可旋转键数：
  9
• 环数：
  2.0
• 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：

  Octanoic acid biphenyl-4-ylamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以26%的产率得到N-octyl-[1,1'-biphenyl]-4-amine
  参考文献：
  名称：

  Biphenyl versus Phenylpyridazine Derivatives: The Role of the Heterocycle in a Series of Acyl-CoA:Cholesterol Acyl Transferase Inhibitors

  摘要：

  A series of alkylamido- (1) and alkylaminobiphenyl (2) derivatives were synthesized as possible bioisosters of the reported ACAT inhibitors phenylpyridazine analogues (I). Both 1 and 2 were tested on the human ACAT-1 and ACAT-2 isoforms. The amino derivatives 2 were found to be inactive, contrary to the related pyridazine derivatives. By contrast, the ortho-substituted amides 1a and 1d showed an interesting activity. These results support the essential role of the pyridazine nucleus. Modeling studies were also performed.

  DOI：

  10.1021/jm701474c

文献信息

• Au–Pd alloy nanoparticles supported on layered double hydroxide for heterogeneously catalyzed aerobic oxidative dehydrogenation of cyclohexanols and cyclohexanones to phenols
  作者：Xiongjie Jin、Kento Taniguchi、Kazuya Yamaguchi、Noritaka Mizuno

  DOI：10.1039/c6sc00874g

  日期：——

  from benzene has been increasing. Herein, we report a novel system for the synthesis of phenols through aerobic oxidative dehydrogenation of cyclohexanols and cyclohexanones, including ketone–alcohol (KA) oil, catalyzed by Mg–Al-layered double hydroxide (LDH)-supported Au–Pd alloy nanoparticles (Au–Pd/LDH). Alloying of Au and Pd and basicity of LDH are key factors in achieving the present transformation

  苯酚是一种重要的工业化学品，它是使用发达的异丙苯工艺广泛生产的。但是，对于开发从苯合成苯酚的新型替代方法的需求不断增长。在此，我们报道了一种新型系统，该系统通过Mg-Al层状双氢氧化物（LDH）负载的Au-Pd合金纳米颗粒催化的环己醇和环己酮（包括酮醇（KA）油）的需氧氧化脱氢合成苯酚。 Au–Pd / LDH）。Au和Pd的合金化以及LDH的碱度是实现当前转变的关键因素。尽管单金属Au / LDH，Pd / LDH及其物理混合物几乎没有催化活性，但Au-Pd / LDH对脱氢苯酚的生产却显示出很高的催化活性。通过电子配体效应。此外，支持的作用至关重要。尽管Au-Pd / LDH具有很高的催化性能，但负载在Al 2 O 3，TiO 2，MgO和CeO 2上的Au-Pd双金属纳米颗粒仍然无效。因此，LDH的碱度可能通过其在脱质子化步骤中的协助而在当前的脱氢中起确定性作用。Au-Pd / LD
• Formal Direct Cross‐Coupling of Phenols with Amines
  作者：Zhengwang Chen、Huiying Zeng、Simon A. Girard、Feng Wang、Ning Chen、Chao‐Jun Li

  DOI：10.1002/anie.201506751

  日期：2015.11.23

  The transition‐metal‐catalyzed amination of aryl halides has been the most powerful method for the formation of aryl amines over the past decades. Phenols are regarded as ideal alternatives to aryl halides as coupling partners in cross‐couplings. An efficient palladium‐catalyzed formal cross‐coupling of phenols with various amines and anilines has now been developed. A variety of substituted phenols

  过去几十年来，过渡金属催化的芳基卤化物胺化是形成芳基胺的最有效方法。苯酚被认为是取代芳基卤化物的理想替代品，它们是交叉偶联中的偶联伴侣。现在已经开发出一种有效的钯催化的苯酚与各种胺和苯胺的正式交叉偶联反应。多种取代酚与标准反应条件兼容。因此可以中等至极好的产率合成仲和叔芳基胺。
• Nickel-catalyzed amination of aryl fluorides with primary amines
  作者：Tomoya Harada、Yusuke Ueda、Tomohiro Iwai、Masaya Sawamura

  DOI：10.1039/c7cc08181b

  日期：——

  The Ni-catalyzed cross-coupling reaction between aryl fluorides and primary amines was enabled by the 1,2-bis(dicyclohexylphosphino)benzene (DCYPBz) or 1,2-bis(dicyclohexylphosphino)ethane (DCYPE) ligands. Both N-alkyl- and N-aryl-substituted primary amines participated in the selective reaction to form secondary amines. This protocol would potentially be useful for late-stage diversification of fluorinated

  1,2-双（二环己基膦基）苯（DCYPBz）或1,2-双（二环己基膦基）乙烷（DCYPE）配体可实现芳基氟化物与伯胺之间的镍催化交叉偶联反应。既Ñ -烷基-和Ñ参与选择性反应-芳基取代的伯胺，以形成仲胺。该方案对于具有复杂结构的氟化化合物的后期分散化可能很有用，以合成功能上有意义的苯胺衍生物。
• Biphenyl versus Phenylpyridazine Derivatives: The Role of the Heterocycle in a Series of Acyl-CoA:Cholesterol Acyl Transferase Inhibitors
  作者：Arianna Gelain、Daniela Barlocco、Byoung-Mog Kwon、Tae-Sook Jeong、Kyung-Ran Im、Laura Legnani、Lucio Toma

  DOI：10.1021/jm701474c

  日期：2008.3.13

  A series of alkylamido- (1) and alkylaminobiphenyl (2) derivatives were synthesized as possible bioisosters of the reported ACAT inhibitors phenylpyridazine analogues (I). Both 1 and 2 were tested on the human ACAT-1 and ACAT-2 isoforms. The amino derivatives 2 were found to be inactive, contrary to the related pyridazine derivatives. By contrast, the ortho-substituted amides 1a and 1d showed an interesting activity. These results support the essential role of the pyridazine nucleus. Modeling studies were also performed.