2-(E)-{4-[4-(3-hydroxynaphthalen-2-yloxy)butoxy]styryl}quinoline | 1310453-96-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(E)-{4-[4-(3-hydroxynaphthalen-2-yloxy)butoxy]styryl}quinoline
• 英文别名: SQ4Np；3-[4-[4-[(E)-2-quinolin-2-ylethenyl]phenoxy]butoxy]naphthalen-2-ol
• CAS: 1310453-96-3
• 化学式: C₃₁H₂₇NO₃
• 分子量: 461.56
• InChiKey: FRBIYCGDJMQPNE-RVDMUPIBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  51.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(E)-{4-[4-(3-hydroxynaphthalen-2-yloxy)butoxy]styryl}quinoline 以 乙醇 为溶剂， 生成 2-(Z)-{4-[4-(3-hydroxynaphthalen-2-yloxy)butoxy]styryl}quinoline
  参考文献：
  名称：

  Photochemical properties of the naphthol-styrylquinoline dyad in neutral and ionic forms

  摘要：

  The photochemical properties of the naphthol-styrylquinoline dyad 2-(E)-{4-[4-(3-hydroxynaphthalen-2-yloxy)butoxy]styryl}quinoline (SQ4Np) have been investigated. It has been found that the excited-state acidity of the styrylquinoline (SQ) moiety is reduced by six orders of magnitude and that of the naphthol (Np) moiety increases by four orders of magnitude. As part of the dyad in the neutral and protonated forms, the SQ moiety retains a high photoisomerization quantum yield characteristic of model styrylquinoline. Deprotonation of the Np moiety of the dyad reduces the SQ photoisomerization quantum yields, presumably because of the formation of intramolecular complexes (exciplexes) or energy transfer to the Np anion.

  DOI：

  10.1134/s0018143912010109
• 作为产物：
  描述：

  4-[2-(1H-喹啉-2-亚基)乙亚基]环己-2,5-二烯-1-酮 在 potassium carbonate 作用下， 以 丁酮 为溶剂， 反应 1.0h， 生成 2-(E)-{4-[4-(3-hydroxynaphthalen-2-yloxy)butoxy]styryl}quinoline
  参考文献：
  名称：

  Synthesis of photoactive bichromophoric dyads containing 2-styrylquinoline and 2-naphthol moieties

  摘要：

  一种三步法合成一般式为 SQ-(CH2) n -Np 的双色团二聚体（SQ 为 2-(4-氧乙烯基)喹啉基，Np 为 3-羟基-2-萘醇基，n = 2, 4, 5），该方法基于可用试剂开发。

  DOI：

  10.1007/s11172-011-0222-8

文献信息

• Synthesis, spectral and photochemical properties of the styrylquinoline–naphthol dyad with a dioxytetramethylene bridge
  作者：Mikhail F. Budyka、Kristina F. Sadykova、Tatyana N. Gavrishova

  DOI：10.1016/j.mencom.2011.04.013

  日期：2011.5

  The luminescence of 2-naphthol and 2-styrylquinoline fragments, intramolecular energy transfer from the former to the latter, and photoisomerization of the latter are observed in the newly synthesized bichromophoric dyad.