N-(2-methoxyphenyl)naphthalen-1-amine | 86538-43-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: N-(2-methoxyphenyl)naphthalen-1-amine
• 英文别名: (2-methoxyphenyl)-(naphthalen-1-yl)-amine
• CAS: 86538-43-4
• 化学式: C₁₇H₁₅NO
• 分子量: 249.312
• InChiKey: VJJCVUUDFXDEPO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-methoxyphenyl)naphthalen-1-amine 在 sodium hydroxide 、 copper(l) iodide 、 草酰氯 、 铜 、 potassium carbonate 、 N,N-二甲基甲酰胺 作用下， 以 乙醇 、 二氯甲烷 、 二丁醚 为溶剂， 反应 118.5h， 生成
  参考文献：
  名称：

  Circularly Polarized Luminescence from Bridged Triarylamine Helicenes

  摘要：

  The first examples of circularly polarized luminescence from chiral bridged triarylamine-based heterohelicene molecules are reported. The luminescence dissymmetry factors are approximately |0.001|.

  DOI：

  10.1021/ja035626e
• 作为产物：
  描述：

  N-phenyl-[1]naphthamidine 在 (1,1'-双(二苯基膦)二茂铁)二氯化镍 、 双(三甲基硅烷基)氨基钾 作用下， 以 甲苯 为溶剂， 反应 12.0h， 生成 N-(2-methoxyphenyl)naphthalen-1-amine
  参考文献：
  名称：

  芳基腈的镍催化胺化通过 C−CN 键活化获得二芳基胺

  摘要：

  通过芳基腈与苯胺的 C-CN 键活化，已开发出镍催化胺化以获取二芳基胺。在这个开发的催化方案中，各种芳香族和杂芳香族腈可以用作亲电试剂与取代苯胺偶联。以 15-95% 的产率获得了多种二芳基胺。

  DOI：

  10.1002/adsc.202100641

文献信息

• Annulation of imidazo[1,2-<i>a</i>]pyridines under metal-free conditions
  作者：Rashmi Semwal、Abhisek Joshi、Rahul Kumar、Subbarayappa Adimurthy

  DOI：10.1039/d0nj04521g

  日期：——

  A base promoted protocol for the synthesis of benzo[a]imidazo[5,1,2-cd]indolizines from 2-arylimidazo[1,2-a]pyridines and benzyne precursors under metal-free conditions has been developed. Without a transition metal, double C(sp2)–H activation of 2-phenylimidazo[1,2-a]pyridines under basic conditions was achieved. This method is also applicable for the annulation of imidazo[1,2-a]pyrimidine and naphthylamine

  已开发了在无金属条件下由2-芳基咪唑[1,2- a ]吡啶和苯炔前体合成苯并[ a ]咪唑并[5,1,2- cd ]吲哚嗪的基础促进方案。没有过渡金属，双C（SP 2）- H 2苯基咪唑的活化[1,2一]在碱性条件下的吡啶达到了。该方法也适用于在相同条件下咪唑并[1,2- a ]嘧啶和萘胺的环化反应。这些环状分子表现出荧光特性，因此评价了它们的光物理性质。
• Photoinduced Reduction of Nitroarenes and Tandem C–N Cross-Coupling with Haloarenes
  作者：Haoshi Bao、Leifeng Wang

  DOI：10.1021/acs.orglett.3c03656

  日期：2023.12.15

  photocatalytic C–N cross-coupling of nitroarenes with haloarenes has been developed using simple and cheap Ni(acac)2 as a cocatalyst. The reaction is confirmed as a stepwise process: (1) metal free photoinduced reduction of nitroarenes into aniline derivatives and (2) photo- and Ni-catalyzed C–N cross-coupling of anilines with haloarenes. The reaction conditions are simple and mild, giving high-value diarylamines

  使用简单且廉价的 Ni(acac) 2作为助催化剂，开发了硝基芳烃与卤代芳烃的高效光催化 C-N 交叉偶联。该反应被证实是一个逐步过程：（1）无金属光诱导硝基芳烃还原成苯胺衍生物，（2）苯胺与卤代芳烃的光催化和镍催化C-N交叉偶联。反应条件简单温和，可得到高价值的二芳基胺，具有良好的收率和良好的官能团耐受性。
• Knoevenagel, Journal fur praktische Chemie (Leipzig 1954), 1914, vol. <2>89, p. 45
  作者：Knoevenagel

  DOI：——

  日期：——
• DE241853
  申请人：——

  公开号：——

  公开（公告）日：——
• A Fully Integrated High-Throughput Screening Methodology for the Discovery of New Polyolefin Catalysts:  Discovery of a New Class of High Temperature Single-Site Group (IV) Copolymerization Catalysts
  作者：Thomas R. Boussie、Gary M. Diamond、Christopher Goh、Keith A. Hall、Anne M. LaPointe、Margarete Leclerc、Cheryl Lund、Vince Murphy、James A. W. Shoemaker、Ursula Tracht、Howard Turner、Jessica Zhang、Tetsuo Uno、Robert K. Rosen、James C. Stevens

  DOI：10.1021/ja020868k

  日期：2003.4.1

  For the first time, new catalysts for olefin polymerization have been discovered through the application of fully integrated high-throughput primary and secondary screening techniques supported by rapid polymer characterization methods. Microscale 1-octene primary screening polymerization experiments combining arrays of ligands with reactive metal complexes M(CH2Ph)(4) (M = Zr, Hf) and multiple activation conditions represent a new high-throughput technique for discovering novel group (IV) polymerization catalysts. The primary screening methods described here have been validated using a commercially relevant polyolefin catalyst, and implemented rapidly to discover the new amide-ether based hafnium catalyst [eta(2)-(N,O)-(2-MeO-C6H4)(2,4,6-Me3C6H2)N]Hf(CH2Ph)(3) (1), which is capable of polymerizing 1-octene to high conversion. The molecular structure of I has been determined by X-ray diffraction. Larger scale secondary screening experiments performed on a focused 96-member amine-ether library demonstrated the versatile high temperature ethylene-1-octene copolymerization capabilities of this catalyst class, and led to significant performance improvements over the initial primary screening discovery. Conventional one gallon batch reactor copolymerizations performed using selected amide-ether hafnium compounds confirmed the performance features of this new catalyst class, serving to fully validate the experimental results from the high-throughput approaches described herein.