1-(dibenzothiophen-4-yl)-2-(cyanomethyl)naphthalene | 1215341-18-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻吩类
• 英文名称: 1-(dibenzothiophen-4-yl)-2-(cyanomethyl)naphthalene
• 英文别名: 2-(1-Dibenzothiophen-4-ylnaphthalen-2-yl)acetonitrile
• CAS: 1215341-18-6
• 化学式: C₂₄H₁₅NS
• 分子量: 349.456
• InChiKey: FQDWGDKMLCHHKC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  52
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(dibenzothiophen-4-yl)-2-(cyanomethyl)naphthalene 在 磷酸 、 水 、 sodium carbonate 作用下， 反应 48.0h， 以36%的产率得到24-Thiahexacyclo[12.11.0.02,11.03,8.017,25.018,23]pentacosa-1,3,5,7,9,11,13,15,17(25),18,20,22-dodecaen-13-amine
  参考文献：
  名称：

  Regio-Defined Amino[5]Oxa- and Thiahelicenes: A Dramatic Impact of the Nature of the Heteroatom on the Helical Shape and Racemization Barriers

  摘要：

  The present approach to heterohelicenes provides original [5]oxa- and thiahelicenes, where both oxygen and sulfur atoms are located at the end of the inner helix. Quantum chemical calculations are carried out to determine the pathway for interconversion between two enantiomers and demonstrate that the energy barrier is strongly dependent on the nature of the heteroatom present on the helical shape.

  DOI：

  10.1021/jo1000127
• 作为产物：
  描述：

  二苯并噻吩-4-硼酸 、 2-(1-溴萘-2-基)乙腈 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium carbonate 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 以68%的产率得到1-(dibenzothiophen-4-yl)-2-(cyanomethyl)naphthalene
  参考文献：
  名称：

  Regio-Defined Amino[5]Oxa- and Thiahelicenes: A Dramatic Impact of the Nature of the Heteroatom on the Helical Shape and Racemization Barriers

  摘要：

  The present approach to heterohelicenes provides original [5]oxa- and thiahelicenes, where both oxygen and sulfur atoms are located at the end of the inner helix. Quantum chemical calculations are carried out to determine the pathway for interconversion between two enantiomers and demonstrate that the energy barrier is strongly dependent on the nature of the heteroatom present on the helical shape.

  DOI：

  10.1021/jo1000127