2,3-diphenyl-5-[2,2,2-trifluoro-1-(5-phenylpyrrol-2-yl)ethyl]pyrrole | 1296797-75-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2,3-diphenyl-5-[2,2,2-trifluoro-1-(5-phenylpyrrol-2-yl)ethyl]pyrrole
• 英文别名: 2,3-diphenyl-5-[2,2,2-trifluoro-1-(5-phenyl-1H-pyrrol-2-yl)ethyl]-1H-pyrrole
• CAS: 1296797-75-5
• 化学式: C₂₈H₂₁F₃N₂
• 分子量: 442.483
• InChiKey: NNVXKEYBYXSDOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  33
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  31.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-diphenyl-5-[2,2,2-trifluoro-1-(5-phenylpyrrol-2-yl)ethyl]pyrrole 在 2,3-二氯-5,6-二氰基-1,4-苯醌 、 N,N-二异丙基乙胺 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 2.17h， 以84%的产率得到4,4'-difluoro-2,3,5-triphenyl-8-trifluoromethyl-4-bora-3a,4a-diaza-sindacene
  参考文献：
  名称：

  General Route to Symmetric and Asymmetric meso-CF₃-3(5)-Aryl(hetaryl)- and 3,5-Diaryl(dihetaryl)-BODIPY Dyes

  摘要：

  A general efficient route to hitherto inaccessible symmetric and asymmetric meso-CF3-BODIPY dyes has been developed. The key stages Include the reduction of available 2-trifluoroacetylpyrroles to the corresponding alcohols which are further condensed with pyrroles. The method allows the BODIPY with 3(5)aryl(hetaryl) and 3,5-diaryl(hetaryl) substituents to be readily assembled. The BODIPY dyes synthesized fluoresce (Phi(f) = 0.56-1.00) in the 560-680 nm region.

  DOI：

  10.1021/ol200360f
• 作为产物：
  描述：

  2-苯基-吡咯 在 吡啶 、 sodium tetrahydroborate 、 四磷十氧化物 、 碳酸氢钠 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 3.17h， 生成 2,3-diphenyl-5-[2,2,2-trifluoro-1-(5-phenylpyrrol-2-yl)ethyl]pyrrole
  参考文献：
  名称：

  General Route to Symmetric and Asymmetric meso-CF₃-3(5)-Aryl(hetaryl)- and 3,5-Diaryl(dihetaryl)-BODIPY Dyes

  摘要：

  A general efficient route to hitherto inaccessible symmetric and asymmetric meso-CF3-BODIPY dyes has been developed. The key stages Include the reduction of available 2-trifluoroacetylpyrroles to the corresponding alcohols which are further condensed with pyrroles. The method allows the BODIPY with 3(5)aryl(hetaryl) and 3,5-diaryl(hetaryl) substituents to be readily assembled. The BODIPY dyes synthesized fluoresce (Phi(f) = 0.56-1.00) in the 560-680 nm region.

  DOI：

  10.1021/ol200360f

文献信息

• General Route to Symmetric and Asymmetric <i>meso</i>-CF₃-3(5)-Aryl(hetaryl)- and 3,5-Diaryl(dihetaryl)-BODIPY Dyes
  作者：Lubov N. Sobenina、Alexander M. Vasil’tsov、Olga V. Petrova、Konstantin B. Petrushenko、Igor A. Ushakov、Gilles Clavier、Rachel Meallet-Renault、Albina I. Mikhaleva、Boris A. Trofimov

  DOI：10.1021/ol200360f

  日期：2011.5.20

  A general efficient route to hitherto inaccessible symmetric and asymmetric meso-CF3-BODIPY dyes has been developed. The key stages Include the reduction of available 2-trifluoroacetylpyrroles to the corresponding alcohols which are further condensed with pyrroles. The method allows the BODIPY with 3(5)aryl(hetaryl) and 3,5-diaryl(hetaryl) substituents to be readily assembled. The BODIPY dyes synthesized fluoresce (Phi(f) = 0.56-1.00) in the 560-680 nm region.