2,8-bis(3,3-dimethylbut-1-yn-1-yl)-10-(4-ethynylphenyl)-5,5-difluoro-1,3,7,9-tetramethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium | 1220043-33-3

• 英文名称: 2,8-bis(3,3-dimethylbut-1-yn-1-yl)-10-(4-ethynylphenyl)-5,5-difluoro-1,3,7,9-tetramethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
• CAS: 1220043-33-3
• 化学式: C₃₃H₃₅BF₂N₂
• 分子量: 508.462
• InChiKey: XXLYONCIAOWXEJ-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：

  2,8-bis(3,3-dimethylbut-1-yn-1-yl)-10-(4-ethynylphenyl)-5,5-difluoro-1,3,7,9-tetramethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium 、 1,4-二碘-2,5-二甲氧基苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以96%的产率得到10,10'-(((2,5-dimethoxy-1,4-phenylene)bis(ethyne-2,1-diyl))bis(4,1-phenylene))bis(2,8-bis(3,3-dimethylbut-1-yn-1-yl)-5,5-difluoro-1,3,7,9-tetramethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium)
  参考文献：
  名称：

  Synthesis of Highly Fluorescent BODIPY-Based Nanocars

  摘要：

  The convergent synthesis of inherently highly fluorescent nanocars incorporating 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY)-containing axles and p-carborane wheels is reported. These nanocars are expected to exhibit rolling motion with predetermined patterns over smooth surfaces, depending on their chassis. Their quantum yields of fluorescence (Phi(F) > 0.7) make them excellent candidates for imaging and tracking by single-molecule fluorescence microscopy. An analogue as a stationary control with tert-butyl groups instead of p-carborane wheels was also synthesized.

  DOI：

  10.1021/ol100108r
• 作为产物：
  描述：

  2,8-bis(3,3-dimethylbut-1-yn-1-yl)-5,5-difluoro-1,3,7,9-tetramethyl-10-(4-((trimethylsilyl)ethynyl)phenyl)-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium 在 potassium carbonate 、 水 、 氯化铵 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 以99%的产率得到2,8-bis(3,3-dimethylbut-1-yn-1-yl)-10-(4-ethynylphenyl)-5,5-difluoro-1,3,7,9-tetramethyl-5H-5l4-dipyrrolo[1,2-c:2',1'-f][1,3,2]diazaborinin-4-ium
  参考文献：
  名称：

  Synthesis of Highly Fluorescent BODIPY-Based Nanocars

  摘要：

  The convergent synthesis of inherently highly fluorescent nanocars incorporating 4,4-difluoro-4-bora-3a,4a-diaza-s-indacene (BODIPY)-containing axles and p-carborane wheels is reported. These nanocars are expected to exhibit rolling motion with predetermined patterns over smooth surfaces, depending on their chassis. Their quantum yields of fluorescence (Phi(F) > 0.7) make them excellent candidates for imaging and tracking by single-molecule fluorescence microscopy. An analogue as a stationary control with tert-butyl groups instead of p-carborane wheels was also synthesized.

  DOI：

  10.1021/ol100108r