5',8-dibromo-5,8'-biquinoline | 1353326-83-6

• 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: 5',8-dibromo-5,8'-biquinoline
• 英文别名: 5-Bromo-8-(8-bromoquinolin-5-yl)quinoline；5-bromo-8-(8-bromoquinolin-5-yl)quinoline
• CAS: 1353326-83-6
• 化学式: C₁₈H₁₀Br₂N₂
• 分子量: 414.099
• InChiKey: KSLMQFYVXYYNND-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5',8-dibromo-5,8'-biquinoline 、 芴-2-硼酸片呐醇酯 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 24.0h， 以57%的产率得到5',8-bis(9,9-dimethylfluoren-2-yl)-5,8'-biquinoline
  参考文献：
  名称：

  Facile synthesis and coupling of functionalized isomeric biquinolines

  摘要：

  A simple route toward functionalized biquinolines, namely 8,5'-dibromo-5,8'-biquinoline 1 and 5,5'-dibromo-8,8'-biquinoline 2, was developed using Skraup syntheses. Both the dibromo compounds undergo facile Suzuki coupling to afford fluorene-coupled products 3 and 4, respectively, an important transformation in designing conjugated materials based on these cores. X-ray structural analyses of 1 and 4 provide insight into the mode of packing within materials containing these units. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.008
• 作为产物：
  描述：

  4,4'-dibromo-biphenyl-2,3'-diamine 、 甘油 在 硫酸 、 碘 、 iron(II) sulfate 作用下， 反应 12.0h， 以52%的产率得到5',8-dibromo-5,8'-biquinoline
  参考文献：
  名称：

  Facile synthesis and coupling of functionalized isomeric biquinolines

  摘要：

  A simple route toward functionalized biquinolines, namely 8,5'-dibromo-5,8'-biquinoline 1 and 5,5'-dibromo-8,8'-biquinoline 2, was developed using Skraup syntheses. Both the dibromo compounds undergo facile Suzuki coupling to afford fluorene-coupled products 3 and 4, respectively, an important transformation in designing conjugated materials based on these cores. X-ray structural analyses of 1 and 4 provide insight into the mode of packing within materials containing these units. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.11.008

文献信息

• Facile synthesis and coupling of functionalized isomeric biquinolines
  作者：Manisha Tomar、Nigel T. Lucas、Michael G. Gardiner、Klaus Müllen、Josemon Jacob

  DOI：10.1016/j.tetlet.2011.11.008

  日期：2012.1

  A simple route toward functionalized biquinolines, namely 8,5'-dibromo-5,8'-biquinoline 1 and 5,5'-dibromo-8,8'-biquinoline 2, was developed using Skraup syntheses. Both the dibromo compounds undergo facile Suzuki coupling to afford fluorene-coupled products 3 and 4, respectively, an important transformation in designing conjugated materials based on these cores. X-ray structural analyses of 1 and 4 provide insight into the mode of packing within materials containing these units. (C) 2011 Elsevier Ltd. All rights reserved.