4-(pyrenyl-1-ethynyl)-4'-(perylen-3-ethynyl)-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene | 910133-06-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 芘
• 英文名称: 4-(pyrenyl-1-ethynyl)-4'-(perylen-3-ethynyl)-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene
• 英文别名: 5,11-Diethyl-4,6,8,10,12-pentamethyl-2-(2-perylen-3-ylethynyl)-2-(2-pyren-1-ylethynyl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene；5,11-diethyl-4,6,8,10,12-pentamethyl-2-(2-perylen-3-ylethynyl)-2-(2-pyren-1-ylethynyl)-3-aza-1-azonia-2-boranuidatricyclo[7.3.0.03,7]dodeca-1(12),4,6,8,10-pentaene
• CAS: 910133-06-1
• 化学式: C₅₈H₄₅BN₂
• 分子量: 780.82
• InChiKey: OOAMWYVLODDVDU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  14.05
• 重原子数：
  61
• 可旋转键数：
  6
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  7.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-pyrenylethynyllithium 、 二氯甲烷 、 1-lithioethynylperylene 、 硼,[3-乙基-5-[1-(4-乙基-3,5-二甲基-2H-吡咯-2-亚基-kN)乙基]-2,4-二甲基-1H-吡咯酸根-kN]二氟-,(T-4)- 以 四氢呋喃 为溶剂， 生成 2,6-diethyl-1,3,5,7,8-pentamethyl-4,4-bis(pyren-1-ylethynyl)-3a,4a-diaza-4-bora-s-indacene 、 4-(pyrenyl-1-ethynyl)-4'-(perylen-3-ethynyl)-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene 、 4,4'-bis(perylen-3-ethynyl)-1,3,5,7,8-pentamethyl-2,6-diethyl-4-bora-3a,4a-diaza-s-indacene dichloromethane adduct (2/1)
  参考文献：
  名称：

  Rapid Energy Transfer in Cascade-Type Bodipy Dyes

  摘要：

  Three new molecular dyads, comprising a bora-3a,4a-diaza-s-indacene (Bodipy) dye linked to two aromatic polycycles via the boron center, have been synthesized and fully characterized. The polycyclic compounds are either pyrene or perylene, or a mixture of both. Whereas the absorption spectral profiles contain important contributions from each of the subunits, fluorescence occurs exclusively from the Bodipy fragment. Intramolecular excitation energy transfer is extremely efficient in each case, even though spectral overlap integrals for the pyrene-based system are modest. Although these polycycles are sterically congested, molecular dynamics simulations indicate that they are in dynamic motion, and this hinders proper computation of the orientation factors for Forster-type energy transfer. These new dyes, especially the mixed polycycle system, greatly extend the range of excitation wavelengths that can be used for fluorescence microscopy.

  DOI：

  10.1021/ja0631448