5,13-Diethyl-2,2,10,10-tetrafluoro-4,6,12,14-tetramethyl-3,11-diaza-1,9-diazonia-2,10-diboranuidatetracyclo[7.7.0.03,7.011,15]hexadeca-1(16),4,6,8,12,14-hexaene | 1609562-46-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,13-Diethyl-2,2,10,10-tetrafluoro-4,6,12,14-tetramethyl-3,11-diaza-1,9-diazonia-2,10-diboranuidatetracyclo[7.7.0.03,7.011,15]hexadeca-1(16),4,6,8,12,14-hexaene
• CAS: 1609562-46-0
• 化学式: C₁₈H₂₄B₂F₄N₄
• 分子量: 394.031
• InChiKey: SDDHIXGYINBTEP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  15.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  5,13-Diethyl-2,2,10,10-tetrafluoro-4,6,12,14-tetramethyl-3,11-diaza-1,9-diazonia-2,10-diboranuidatetracyclo[7.7.0.03,7.011,15]hexadeca-1(16),4,6,8,12,14-hexaene 、 (R)-1,1'-Bi-2-naphthol 在 aluminum (III) chloride 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 6.0h， 以58%的产率得到
  参考文献：
  名称：

  BOPHYs versus BODIPYs: A comparison of their performance as effective multi-function organic dyes

  摘要：

  The computadonally-aided photophysical and lasing properties of a selected battery of BOPHYs are described and compared to those of related BODIPY counterparts. The present joined theoredcal-experimental study helps to put into context the wealcnesses and strengths of both dye families under different irradiation conditions. The chemical versatility of the BOPHY scaffold has been also comparatively explored to modulate key photonic properties towards the development of red-emitting dyes, chiroptical dyes and singlet oxygen photosensidzers. Thus, BOPHY BINOLation by fluorine substitution with enantiopure BINOLs endows the BOPHY chromophore with chiroptical activity, as supporting by the simulated circular dichroism, decreasing deeply its fluorescent response due to the promotion of fluorescence-quenching intramolecular charge transfer (ICT). Interestingly, the sole alkylation of the BOPHY core strongly modulates the promotion of ICT, allowing the generation of highly bright BINOL-based BOPHY dyes. Moreover, 3,3'-dibromoBINOLating BOPHYs can easily achieve singlet-oxygen photogeneration, owing to spin-orbit coupling mediated by heavy-atom effect feasible in view of the theoretically predicted disposition of the bromines surrounding the chromophore. From this background, we have established the master guidelines to design bright fluorophores and laser dyes, photosensitizers for singlet oxygen production and chiroptical dyes based on BOPHYs. The possibility to finely mix and balance such properties in a given molecular scaffold outstands BOPHYs as promising dyes competing with the well-settled BODIPY dyes.

  DOI：

  10.1016/j.dyepig.2019.107662
• 作为产物：
  描述：

  4-乙基-3,5-二甲基-1H-吡咯-2-甲醛 在 溶剂黄146 、 三乙胺 、 肼 作用下， 以 乙醇 、 甲苯 为溶剂， 反应 0.17h， 生成 5,13-Diethyl-2,2,10,10-tetrafluoro-4,6,12,14-tetramethyl-3,11-diaza-1,9-diazonia-2,10-diboranuidatetracyclo[7.7.0.03,7.011,15]hexadeca-1(16),4,6,8,12,14-hexaene
  参考文献：
  名称：

  Highly Fluorescent BF₂ Complexes of Hydrazine–Schiff Base Linked Bispyrrole

  摘要：

  A series of BF2 complexes of hydrazine-Schiff base linked bispyrrole have been prepared from a simple two-step reaction from commercially available substances and are highly fluorescent in solution, film, and solid states with larger Stokes shift and excellent photostabilities comparable or even super to those of their BODIPY analogues. These resultant fluorescent dyes are highly susceptible to the postfunctionalization, as demonstrated in this work via the Knoevenagel condensation to introducing functionalities or tether groups to the chromophore.

  DOI：

  10.1021/ol501162f