4,4-difluoro-8-methyl-3,5-diphenyl-4-bora-3a,4a-diaza-s-indacene | 1180666-71-0

• 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-8-methyl-3,5-diphenyl-4-bora-3a,4a-diaza-s-indacene
• 英文别名: 2,2-Difluoro-8-methyl-4,12-diphenyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene
• CAS: 1180666-71-0
• 化学式: C₂₂H₁₇BF₂N₂
• 分子量: 358.198
• InChiKey: VEPDCPCDORASHY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.19
• 重原子数：
  27
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  7.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,4-difluoro-8-methyl-3,5-diphenyl-4-bora-3a,4a-diaza-s-indacene 、 4,4-difluoro-3,5-diphenyl-8-(2-N-phenylaminoethen-1-yl)-4-bora-3a,4a-diaza-s-indacene 在 乙酸酐 、 三乙胺 作用下， 反应 2.0h， 以56%的产率得到
  参考文献：
  名称：

  Anionic, cationic and merocyanine polymethine dyes based on dipyrromethene core

  摘要：

  Both symmetrical anionic polymethine dye which is derived from the boron difluoride form of the dipyrromethene (BODIPY) and the corresponding symmetrical cationic dye derived from the cationic form of the dipyrromethene have been obtained on the identical atomic framework. Their spectral properties and pi-electronic structure suggest that these long-wavelength absorbing dyes are closely related. On the contrary, the non-symmetrical compounds belong to the different types of dyes, namely merocyanines in the case of boron dipyrromethene complexes, and non-symmetrical cationic dyes for salt-like compounds. Each of these types possesses a distinct complex of spectral properties. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.02.004
• 作为产物：
  描述：

  5-phenyl-2-[1-(5-phenyl-1H-pyrrol-2-yl)ethylidene]-2H-pyrrolium tosylate 在 三氟化硼乙醚 、 三乙胺 作用下， 反应 0.25h， 生成 4,4-difluoro-8-methyl-3,5-diphenyl-4-bora-3a,4a-diaza-s-indacene
  参考文献：
  名称：

  硼吡咯亚甲基花青素

  摘要：

  通过将聚次甲基取代基并入BODIPY的内消旋位置，已经获得了许多新的特有的花青型染料。制备的染料显示出强烈的长波吸收和弱荧光。

  DOI：

  10.1002/ejoc.200900192

文献信息

• Boradipyrromethenecyanines
  作者：Viktor P. Yakubovskyi、Mykola P. Shandura、Yuriy P. Kovtun

  DOI：10.1002/ejoc.200900192

  日期：2009.7

  A number of new specific merocyanine‐type dyes have been obtained by incorporating polymethine substituents into the meso position of BODIPY. The prepared dyes show intense long‐wavelength absorption and weak fluorescence.

  通过将聚次甲基取代基并入BODIPY的内消旋位置，已经获得了许多新的特有的花青型染料。制备的染料显示出强烈的长波吸收和弱荧光。
• Anionic, cationic and merocyanine polymethine dyes based on dipyrromethene core
  作者：Mykola P. Shandura、Viktor P. Yakubovskyi、Yuriy V. Zatsikha、Olexiy D. Kachkovsky、Yevgen M. Poronik、Yuriy P. Kovtun

  DOI：10.1016/j.dyepig.2013.02.004

  日期：2013.7

  Both symmetrical anionic polymethine dye which is derived from the boron difluoride form of the dipyrromethene (BODIPY) and the corresponding symmetrical cationic dye derived from the cationic form of the dipyrromethene have been obtained on the identical atomic framework. Their spectral properties and pi-electronic structure suggest that these long-wavelength absorbing dyes are closely related. On the contrary, the non-symmetrical compounds belong to the different types of dyes, namely merocyanines in the case of boron dipyrromethene complexes, and non-symmetrical cationic dyes for salt-like compounds. Each of these types possesses a distinct complex of spectral properties. (C) 2013 Elsevier Ltd. All rights reserved.