8-(4-iodophenyl)-1,7-dimethyl-3,5-bis(4-methoxystyryl)-4,4-bis(2,5-dioxaoct-7-ynyl)-4-bora-3a,4a-diaza-s-indacene | 1189528-64-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 8-(4-iodophenyl)-1,7-dimethyl-3,5-bis(4-methoxystyryl)-4,4-bis(2,5-dioxaoct-7-ynyl)-4-bora-3a,4a-diaza-s-indacene
• 英文别名: 8-(4-iodophenyl)-2,2-bis[3-(2-methoxyethoxy)prop-1-ynyl]-4,12-bis[2-(4-methoxyphenyl)ethenyl]-6,10-dimethyl-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene
• CAS: 1189528-64-0
• 化学式: C₄₇H₄₈BIN₂O₆
• 分子量: 874.623
• InChiKey: IZPVJGLTQPOENA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  None
• 重原子数：
  None
• 可旋转键数：
  None
• 环数：
  None
• sp3杂化的碳原子比例：
  None
• 拓扑面积：
  None
• 氢给体数：
  None
• 氢受体数：
  None

反应信息

• 作为反应物：
  描述：

  一氧化碳 、 8-(4-iodophenyl)-1,7-dimethyl-3,5-bis(4-methoxystyryl)-4,4-bis(2,5-dioxaoct-7-ynyl)-4-bora-3a,4a-diaza-s-indacene 、 乙二胺 在 bis-triphenylphosphine-palladium(II) chloride 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以59%的产率得到
  参考文献：
  名称：

  Red and Blue Liquid-Crystalline Borondipyrromethene Dendrimers

  摘要：

  We have designed a series of modular arid fluorescent poly(arylester) dendrimers fimetionalized with cyanobiphenyl subunits and fluorescent borondipyrromethene (Bodipy) dyes. The green emitter is a Bodipy With four Methyl groups, and the Bodipy dye possessing extended conjugation with two methyl and two vinyl, groups acts as a red emitter. The design elerrient of these architectures relates to a secondary amide linkers interposed between the conventional Bodipy and the dendrons. The second- and thirdgeneration dendrimers give rise to ternatic and/or srneetic A phases, whereas the first generation clendrimers show smeCtie A and C phases or an unidentified meSophase. The novel materials are highly fluorescent in solution and in the as obtained powders but not in the ineSophaSe. Dilution of the dendritic dyes with the nonfluorekent acid dendron in the solid phase shifted the fluorescence to higher energy, and demonstrated the presence of aggregates in the solid state, Mixing the red and blue Materials in a solid, phase led to the observation of effective electronic energy transfer from the red dye to the blue one. Increasing the proportion of the red dye (energy donor) from 1 to 2,50 molar with respect to the blue dye (euergy acceptor) resulted in the observation of residual emission of the red dye in the solid state mixture. Increasing the proportion from 1 to 1000 resulted in equal emission in the 540 to 760 nm range.

  DOI：

  10.1021/cm503577y
• 作为产物：
  描述：

  [1-[(3,5-二甲基-1H-吡咯-2-基)(3,5-二甲基-2H-吡咯-2-亚基)甲基]-4-碘苯](二氟硼烷) 在 哌啶 、 乙基溴化镁 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 17.0h， 生成 8-(4-iodophenyl)-1,7-dimethyl-3,5-bis(4-methoxystyryl)-4,4-bis(2,5-dioxaoct-7-ynyl)-4-bora-3a,4a-diaza-s-indacene
  参考文献：
  名称：

  Red and Blue Liquid-Crystalline Borondipyrromethene Dendrimers

  摘要：

  We have designed a series of modular arid fluorescent poly(arylester) dendrimers fimetionalized with cyanobiphenyl subunits and fluorescent borondipyrromethene (Bodipy) dyes. The green emitter is a Bodipy With four Methyl groups, and the Bodipy dye possessing extended conjugation with two methyl and two vinyl, groups acts as a red emitter. The design elerrient of these architectures relates to a secondary amide linkers interposed between the conventional Bodipy and the dendrons. The second- and thirdgeneration dendrimers give rise to ternatic and/or srneetic A phases, whereas the first generation clendrimers show smeCtie A and C phases or an unidentified meSophase. The novel materials are highly fluorescent in solution and in the as obtained powders but not in the ineSophaSe. Dilution of the dendritic dyes with the nonfluorekent acid dendron in the solid phase shifted the fluorescence to higher energy, and demonstrated the presence of aggregates in the solid state, Mixing the red and blue Materials in a solid, phase led to the observation of effective electronic energy transfer from the red dye to the blue one. Increasing the proportion of the red dye (energy donor) from 1 to 2,50 molar with respect to the blue dye (euergy acceptor) resulted in the observation of residual emission of the red dye in the solid state mixture. Increasing the proportion from 1 to 1000 resulted in equal emission in the 540 to 760 nm range.

  DOI：

  10.1021/cm503577y

文献信息

• Improved push-pull-push E-Bodipy fluorophores for two-photon cell-imaging
  作者：Pascal Didier、Gilles Ulrich、Yves Mély、Raymond Ziessel

  DOI：10.1039/b911587k

  日期：——

  Quadrupolar Bodipy dyes exhibiting TPA activity and high brightness with an emission at 660 nm were synthesized and internalized in HeLa cells, whereupon FLIM experiments were conducted.

  合成了具有 TPA 活性和高亮度的四极 Bodipy 染料，其发射波长为 660 纳米，并将其内化到 HeLa 细胞中，然后进行了 FLIM 实验。