5''''-Anthracen-9-yl-3,3''''-dipentyl-[2,2';5',2'';5'',2''';5''',2'''']quinquethiophene-5-carbaldehyde | 204583-24-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 5''''-Anthracen-9-yl-3,3''''-dipentyl-[2,2';5',2'';5'',2''';5''',2'''']quinquethiophene-5-carbaldehyde
• CAS: 204583-24-4
• 化学式: C₄₅H₄₀OS₅
• 分子量: 757.142
• InChiKey: LMGIWEPCHNFVCY-UHFFFAOYSA-N

物化性质

• 沸点：
  822.756±65.00 °C(Press: 760.00 Torr)(predicted)
• 密度：
  1.246±0.06 g/cm3(Temp: 25 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.91
• 重原子数：
  51.0
• 可旋转键数：
  14.0
• 环数：
  8.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  吡咯 、 正己醛 、 5''''-Anthracen-9-yl-3,3''''-dipentyl-[2,2';5',2'';5'',2''';5''',2'''']quinquethiophene-5-carbaldehyde 在 四氯苯醌 、 三氟乙酸 作用下， 生成 5,10,15,20-tetrakis(pentyl)-21H,23H-porphine 、 、 、 (5E,10Z,14Z,19Z)-5-(5''''-Anthracen-9-yl-3,3''''-dipentyl-[2,2';5',2'';5'',2''';5''',2'''']quinquethiophen-5-yl)-10,15,20-tripentyl-porphyrin
  参考文献：
  名称：

  Anthryloligothienylporphyrins: Energy Transfer and Light-Harvesting Systems

  摘要：

  In this paper we report on the synthesis and photophysical properties of the energy-transfer system 2a, in which a quinquethiophene bridge is terminally linked to the 5-position of a porphyrin and to the 9-position of an anthracene group. The photoexcited-state properties were studied by steady-state fluorescence and picosecond time-resolved fluorescence measurements as well as fluorescence excitation spectroscopy. The weak electronic interaction of the subunits anthracene, quinquethiophene and porphyrin results in localized excited states, which are seen in UV/Vis absorption spectra. In 2a, a highly selective excitation of the anthracene donor leads to quantitative intramolecular energy transfer to the emitting porphyrin acceptor via the quinquethiophene bridge. The efficiency of energy transfer and the fluorescence properties are both independent of the length of the oligothiophene chain, as demonstrated by comparison with the model compounds 1, Various explanations for the mechanism of intramolecular energy transfer are discussed, Introduction of additional anthrylquinquethienyl units into the porphyrin ring results in an increase in the intensity of the characteristic absorption bands and fluorescence nearly proportional to the number of chromophores.

  DOI：

  10.1002/(sici)1521-3765(19980210)4:2<260::aid-chem260>3.0.co;2-9
• 作为产物：
  描述：

  2-(3-Pentylthiophen-2-yl)-5-[5-[5-(3-pentylthiophen-2-yl)thiophen-2-yl]thiophen-2-yl]thiophene 在 正丁基锂 、 三氯氧磷 作用下， 以 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 26.0h， 生成 5''''-Anthracen-9-yl-3,3''''-dipentyl-[2,2';5',2'';5'',2''';5''',2'''']quinquethiophene-5-carbaldehyde
  参考文献：
  名称：

  Anthryloligothienylporphyrins: Energy Transfer and Light-Harvesting Systems

  摘要：

  In this paper we report on the synthesis and photophysical properties of the energy-transfer system 2a, in which a quinquethiophene bridge is terminally linked to the 5-position of a porphyrin and to the 9-position of an anthracene group. The photoexcited-state properties were studied by steady-state fluorescence and picosecond time-resolved fluorescence measurements as well as fluorescence excitation spectroscopy. The weak electronic interaction of the subunits anthracene, quinquethiophene and porphyrin results in localized excited states, which are seen in UV/Vis absorption spectra. In 2a, a highly selective excitation of the anthracene donor leads to quantitative intramolecular energy transfer to the emitting porphyrin acceptor via the quinquethiophene bridge. The efficiency of energy transfer and the fluorescence properties are both independent of the length of the oligothiophene chain, as demonstrated by comparison with the model compounds 1, Various explanations for the mechanism of intramolecular energy transfer are discussed, Introduction of additional anthrylquinquethienyl units into the porphyrin ring results in an increase in the intensity of the characteristic absorption bands and fluorescence nearly proportional to the number of chromophores.

  DOI：

  10.1002/(sici)1521-3765(19980210)4:2<260::aid-chem260>3.0.co;2-9