5,5'-[[2,5-bis(octyloxy)-1,4-phenylene]di(E)ethene-2,1-diyl]bis(2,5-dihydropyridine)

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5,5'-[[2,5-bis(octyloxy)-1,4-phenylene]di(E)ethene-2,1-diyl]bis(2,5-dihydropyridine)
• 英文别名: 3-[(E)-2-[2,5-dioctoxy-4-[(E)-2-pyridin-3-ylethenyl]phenyl]ethenyl]pyridine
• 化学式: C₃₆H₄₈N₂O₂
• 分子量: 540.789
• InChiKey: LCYQMXQHJLGPGL-FLFKKZLDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.1
• 重原子数：
  40
• 可旋转键数：
  20
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  44.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-吡啶甲醛 、 [[2,5-双(辛基氧基)-1,4-亚苯基]双(亚甲基)]双磷酸四乙酯 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以74%的产率得到5,5'-[[2,5-bis(octyloxy)-1,4-phenylene]di(E)ethene-2,1-diyl]bis(2,5-dihydropyridine)
  参考文献：
  名称：

  Acidochromism of C ₂ ‐symmetrical aza‐analogues of 1,4‐distyrylbenzene

  摘要：

  AbstractA series of C2‐symmetrical aza‐analogous 1,4‐distyrylbenzenes were synthesised via two‐fold PO‐activated olefinations or Heck reactions. Pyridine, pyrimidine and quinoline were used as terminal rings, and the 2,5‐positions of the central benzene ring were substituted with H, alkoxy, or alkylsulfonyl groups. These strongly fluorescent compounds are freely soluble in common solvents such as toluene or chloroform. Whereas the electronic spectra of the pyridine and pyrimidine chromophores were very similar to those of the parent compound 1,4‐distyrylbenzene, the spectra of the former were altered considerably in the presence of trifluoroacetic acid. Depending on the concentration of the acid, protonation of the ground state and/or the excited state caused bathochromic shifts of the absorption and the emission spectra, accompanied by reductions in the fluorescence efficiencies. Copyright © 2004 John Wiley & Sons, Ltd.

  DOI：

  10.1002/poc.811

文献信息

• Acidochromism of C ₂ ‐symmetrical aza‐analogues of 1,4‐distyrylbenzene
  作者：Heiner Detert、Oleg Sadovski、Erli Sugiono

  DOI：10.1002/poc.811

  日期：2004.11

  AbstractA series of C2‐symmetrical aza‐analogous 1,4‐distyrylbenzenes were synthesised via two‐fold PO‐activated olefinations or Heck reactions. Pyridine, pyrimidine and quinoline were used as terminal rings, and the 2,5‐positions of the central benzene ring were substituted with H, alkoxy, or alkylsulfonyl groups. These strongly fluorescent compounds are freely soluble in common solvents such as toluene or chloroform. Whereas the electronic spectra of the pyridine and pyrimidine chromophores were very similar to those of the parent compound 1,4‐distyrylbenzene, the spectra of the former were altered considerably in the presence of trifluoroacetic acid. Depending on the concentration of the acid, protonation of the ground state and/or the excited state caused bathochromic shifts of the absorption and the emission spectra, accompanied by reductions in the fluorescence efficiencies. Copyright © 2004 John Wiley & Sons, Ltd.

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