3-fluoro-2'-methoxy-[1,1'-biphenyl]-2-amine | 1338379-58-0

• 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: 3-fluoro-2'-methoxy-[1,1'-biphenyl]-2-amine
• 英文别名: 2-Fluoro-6-(2-methoxyphenyl)aniline；2-fluoro-6-(2-methoxyphenyl)aniline
• CAS: 1338379-58-0
• 化学式: C₁₃H₁₂FNO
• 分子量: 217.243
• InChiKey: CTDNCNVWRPHWLK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-fluoro-2'-methoxy-[1,1'-biphenyl]-2-amine 在 盐酸 、 tris-(dibenzylideneacetone)dipalladium(0) 、 三溴化硼 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 、 sodium t-butanolate 作用下， 以 1,4-二氧六环 、 二氯甲烷 、 水 、 甲苯 、 乙腈 为溶剂， 反应 61.67h， 生成
  参考文献：
  名称：

  Synthesis, Isolation, Characterization, and Reactivity of High-Energy Stereogenic-at-Ru Carbenes: Stereochemical Inversion through Olefin Metathesis and Other Pathways

  摘要：

  The synthesis, isolation, purification (routine silica gel chromatography), and spectroscopic characterization of high-energy endo stereogenic-at-Ru complex isomers, generated by ring-opening/cross-metathesis (ROCM) reaction of the corresponding exo carbenes, are disclosed. We provide experimental evidence showing that an endo isomer can undergo thermal or Bronsted acid-catalyzed polytopal rearrangement, causing conversion to the energetically favored exo carbene.

  DOI：

  10.1021/ja3056722
• 作为产物：
  描述：

  2-甲氧基苯基硼酸 、 2-溴-6-氟苯胺 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 108.0h， 以98%的产率得到3-fluoro-2'-methoxy-[1,1'-biphenyl]-2-amine
  参考文献：
  名称：

  Synthesis, Isolation, Characterization, and Reactivity of High-Energy Stereogenic-at-Ru Carbenes: Stereochemical Inversion through Olefin Metathesis and Other Pathways

  摘要：

  The synthesis, isolation, purification (routine silica gel chromatography), and spectroscopic characterization of high-energy endo stereogenic-at-Ru complex isomers, generated by ring-opening/cross-metathesis (ROCM) reaction of the corresponding exo carbenes, are disclosed. We provide experimental evidence showing that an endo isomer can undergo thermal or Bronsted acid-catalyzed polytopal rearrangement, causing conversion to the energetically favored exo carbene.

  DOI：

  10.1021/ja3056722

文献信息

• JP5769444
  申请人：——

  公开号：——

  公开（公告）日：——
• Synthesis, Isolation, Characterization, and Reactivity of High-Energy Stereogenic-at-Ru Carbenes: Stereochemical Inversion through Olefin Metathesis and Other Pathways
  作者：R. Kashif M. Khan、Adil R. Zhugralin、Sebastian Torker、Robert V. O’Brien、Pamela J. Lombardi、Amir H. Hoveyda

  DOI：10.1021/ja3056722

  日期：2012.8.1

  The synthesis, isolation, purification (routine silica gel chromatography), and spectroscopic characterization of high-energy endo stereogenic-at-Ru complex isomers, generated by ring-opening/cross-metathesis (ROCM) reaction of the corresponding exo carbenes, are disclosed. We provide experimental evidence showing that an endo isomer can undergo thermal or Bronsted acid-catalyzed polytopal rearrangement, causing conversion to the energetically favored exo carbene.