methyl (Z)-3-anthracen-9-ylprop-2-enoate | 172098-30-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: methyl (Z)-3-anthracen-9-ylprop-2-enoate
• CAS: 172098-30-5
• 化学式: C₁₈H₁₄O₂
• 分子量: 262.308
• InChiKey: VYQBJNASNJHPFC-KHPPLWFESA-N

物化性质

• 沸点：
  454.3±14.0 °C(Predicted)
• 密度：
  1.199±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  methyl (Z)-3-anthracen-9-ylprop-2-enoate 在 二异丁基氢化铝 、 红霉素 作用下， 以 甲醇 、 正己烷 为溶剂， 反应 0.5h， 生成 (E)-3-(anthracen-9-yl)prop-2-en-1-ol
  参考文献：
  名称：

  Wavelength Dependent Trans to Cis and Quantum Chain Isomerizations of Anthrylethylene Derivatives

  摘要：

  Anthrylethylene derivatives 1-4 were synthesized to study their photoisomerization. Interestingly 1 and 2 displayed wavelength dependent trans to cis photoisomerization, whose origin is due to preferential light absorption and excitation of the trans isomer. Triplet sensitization studies revealed that these anthrylethylenes undergo only cis to trans isomerization and not trans to cis isomerization. UV-vis absorption, fluorescence emission, and fluorescence quantum yields were determined for all anthrylethylenes. Dual fluorescence is observed for 1, 2, and cis-1, indicating two different emissive states. The fluorescence solvatochromism displayed by 1, 2, and cis-1 is a clear indication of the involvement of a charge transfer excited state. The quantum yield of isomerization was determined in various solvents and also as a function of concentration. We report here the first ''quantum chain isomerization'' that originates from a singlet excited state. The rationale put forward for the observed quantum chain isomerization process is the involvement of adiabatic isomerization from the singlet excited state and subsequent energy transfer to a ground state molecule.

  DOI：

  10.1021/jo00129a043
• 作为产物：
  描述：

  (E)-methyl 3-(anthracen-9-yl)acrylate 以 苯 为溶剂， 反应 1.0h， 生成 methyl (Z)-3-anthracen-9-ylprop-2-enoate
  参考文献：
  名称：

  Wavelength Dependent Trans to Cis and Quantum Chain Isomerizations of Anthrylethylene Derivatives

  摘要：

  Anthrylethylene derivatives 1-4 were synthesized to study their photoisomerization. Interestingly 1 and 2 displayed wavelength dependent trans to cis photoisomerization, whose origin is due to preferential light absorption and excitation of the trans isomer. Triplet sensitization studies revealed that these anthrylethylenes undergo only cis to trans isomerization and not trans to cis isomerization. UV-vis absorption, fluorescence emission, and fluorescence quantum yields were determined for all anthrylethylenes. Dual fluorescence is observed for 1, 2, and cis-1, indicating two different emissive states. The fluorescence solvatochromism displayed by 1, 2, and cis-1 is a clear indication of the involvement of a charge transfer excited state. The quantum yield of isomerization was determined in various solvents and also as a function of concentration. We report here the first ''quantum chain isomerization'' that originates from a singlet excited state. The rationale put forward for the observed quantum chain isomerization process is the involvement of adiabatic isomerization from the singlet excited state and subsequent energy transfer to a ground state molecule.

  DOI：

  10.1021/jo00129a043

文献信息

• Mild synthesis of mesoporous silica supported ruthenium nanoparticles as heterogeneous catalysts in oxidative Wittig coupling reactions
  作者：Adela I. Carrillo、Luciana C. Schmidt、M. Luisa Marín、Juan C. Scaiano

  DOI：10.1039/c3cy00773a

  日期：——

  the in situ synthesis of anchored ruthenium nanoparticles (RuNP) in three different kinds of mesoporous silica materials, MCM-41, SBA-15 and HMS, has been developed. Solids have been synthesized under very mild conditions from RuCl3·H2O salt reduced in one hour at room temperature in the mesoporous silicas previously grafted with aminopropyltriethoxysilane (APTES). Well-dispersed ruthenium nanoparticles

  开发了一种新的有效方法，用于在三种不同类型的介孔二氧化硅材料MCM-41，SBA-15和HMS中原位合成锚定的钌纳米颗粒（RuNP）。固体是在非常温和的条件下由RuCl 3 ·H 2合成的在室温下在一小时内在预先接有氨丙基三乙氧基硅烷（APTES）的中孔二氧化硅中还原O盐。获得了平均粒径3 nm的分散良好的钌纳米粒子，该粒子被APTES固定在二氧化硅网络中。发现这些材料的Si / Ru摩尔比为40，在醇氧化–维蒂希（Wittig）烯化反应中具有催化活性和选择性。有趣的是，尽管反应是从醇中发生的，但对照实验表明不涉及醛（常见的Wittig底物）。