(E)-2-(buta-1,3-diene-1-yl)triphenylene | 1339103-49-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: (E)-2-(buta-1,3-diene-1-yl)triphenylene
• 英文别名: 2-[(1E)-buta-1,3-dienyl]triphenylene
• CAS: 1339103-49-9
• 化学式: C₂₂H₁₆
• 分子量: 280.369
• InChiKey: SUDSWJLSTQVYDI-FPYGCLRLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  N-甲基马来酰亚胺 、 (E)-2-(buta-1,3-diene-1-yl)triphenylene 在 2,4,6-三(4-吡啶)1,3,5-三嗪 、 zinc(II) iodide 作用下， 以 甲醇 、 硝基苯 、 环己烷 为溶剂， 反应 169.0h， 以91%的产率得到(3aRS,4RS,7aSR)-2-methyl-4-(triphenylen-2-yl)-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione
  参考文献：
  名称：

  Diels–Alder via Molecular Recognition in a Crystalline Molecular Flask

  摘要：

  In the pore of a porous coordination network, Diels-Alder reactants, a diene and a dienophile, are recognized by donor-acceptor and multiple H-bond interactions, respectively, and fixed at ideal positions for the reaction. Heating the crystals promoted the Diels-Alder reactions with enhanced reactivity and controlled regioselectivity as clearly monitored by in situ X-ray crystallography.

  DOI：

  10.1021/ja2079064
• 作为产物：
  描述：

  磷酸烯丙基二乙酯 、 2-苯并菲甲醛 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以73%的产率得到(E)-2-(buta-1,3-diene-1-yl)triphenylene
  参考文献：
  名称：

  Diels–Alder via Molecular Recognition in a Crystalline Molecular Flask

  摘要：

  In the pore of a porous coordination network, Diels-Alder reactants, a diene and a dienophile, are recognized by donor-acceptor and multiple H-bond interactions, respectively, and fixed at ideal positions for the reaction. Heating the crystals promoted the Diels-Alder reactions with enhanced reactivity and controlled regioselectivity as clearly monitored by in situ X-ray crystallography.

  DOI：

  10.1021/ja2079064

文献信息

• Diels–Alder via Molecular Recognition in a Crystalline Molecular Flask
  作者：Koki Ikemoto、Yasuhide Inokuma、Makoto Fujita

  DOI：10.1021/ja2079064

  日期：2011.10.26

  In the pore of a porous coordination network, Diels-Alder reactants, a diene and a dienophile, are recognized by donor-acceptor and multiple H-bond interactions, respectively, and fixed at ideal positions for the reaction. Heating the crystals promoted the Diels-Alder reactions with enhanced reactivity and controlled regioselectivity as clearly monitored by in situ X-ray crystallography.