6-diphenylamino-2-hexyloxynaphthalene

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 6-diphenylamino-2-hexyloxynaphthalene
• 英文别名: 6-hexoxy-N,N-diphenylnaphthalen-2-amine
• 化学式: C₂₈H₂₉NO
• 分子量: 395.544
• InChiKey: JAKWTCRJRQIZEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  30
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-溴-6-甲氧基萘 在 bismuth(lll) trifluoromethanesulfonate 、 乙基溴化镁 、 三溴化硼 作用下， 以 乙醚 、 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 62.0h， 生成 6-diphenylamino-2-hexyloxynaphthalene
  参考文献：
  名称：

  Bismuth(III)-Catalyzed Dehydrative Etherification and Thioetherification of Phenolic Hydroxy Groups

  摘要：

  Use of a bismuth catalyst allowed efficient dehydrative substitution of phenolic hydroxy groups with alcohols and thiols to form C-O and C-S bonds. The reaction required equimolar amounts of two readily available substrates that generated H2O as the only byproduct. The relatively mild reaction conditions were compatible with the functional groups selected, and provided excellent chemoselectivity.

  DOI：

  10.1021/ol501744g

文献信息

• Catalytic Cleavage and Reformation of Ethereal σ-Bonds
  作者：Masahito Murai、Kazuki Origuchi、Kazuhiko Takai

  DOI：10.1246/cl.180361

  日期：2018.7.5

  Ether-exchange reaction of alkyl aryl ethers with alcohols and thiols via the cleavage of the C(sp2)–O bond is described. Bi(OTf)3 was found to be a most effective catalyst, and etherification of fused-aromatic ethers proceeded efficiently. Monitoring of reactions revealed conceptually new transetherification between two different ethers, which can be regarded as single-bond metathesis under the same

  描述了烷基芳基醚与醇和硫醇通过 C(sp2)-O 键断裂的醚交换反应。Bi(OTf)3 被发现是一种最有效的催化剂，并且稠合芳族醚的醚化反应有效进行。对反应的监测揭示了两种不同醚之间的新的转醚化，这可以被视为相同反应条件下的单键复分解。
• Bismuth(III)-Catalyzed Dehydrative Etherification and Thioetherification of Phenolic Hydroxy Groups
  作者：Masahito Murai、Kazuki Origuchi、Kazuhiko Takai

  DOI：10.1021/ol501744g

  日期：2014.7.18

  Use of a bismuth catalyst allowed efficient dehydrative substitution of phenolic hydroxy groups with alcohols and thiols to form C-O and C-S bonds. The reaction required equimolar amounts of two readily available substrates that generated H2O as the only byproduct. The relatively mild reaction conditions were compatible with the functional groups selected, and provided excellent chemoselectivity.