4,4'-difluoro-3-(2-thienyl)-8-trifluoromethyl-4-bora-3a,4a-diaza-s-indacene | 1298108-70-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 4,4'-difluoro-3-(2-thienyl)-8-trifluoromethyl-4-bora-3a,4a-diaza-s-indacene
• 英文别名: 2,2-Difluoro-4-thiophen-2-yl-8-(trifluoromethyl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene
• CAS: 1298108-70-9
• 化学式: C₁₄H₈BF₅N₂S
• 分子量: 342.1
• InChiKey: OTZKUUBEWFBUEM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  36.2
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-(2-thienyl)-5-[2,2,2-trifluoro-1-(pyrrol-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61%的产率得到4,4'-difluoro-3-(2-thienyl)-8-trifluoromethyl-4-bora-3a,4a-diaza-s-indacene
  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.