2-[2-[2-(4,5-Dibutoxy-2-iodophenyl)ethynyl]pyridin-3-yl]ethynyl-tri(propan-2-yl)silane | 1031225-94-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2-[2-[2-(4,5-Dibutoxy-2-iodophenyl)ethynyl]pyridin-3-yl]ethynyl-tri(propan-2-yl)silane
• CAS: 1031225-94-1
• 化学式: C₃₂H₄₄INO₂Si
• 分子量: 629.697
• InChiKey: CXGVGUTZJHKSOL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.01
• 重原子数：
  37
• 可旋转键数：
  15
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-ethynyl-2-((triisopropylsilyl)ethynyl)pyridine 、 2-[2-[2-(4,5-Dibutoxy-2-iodophenyl)ethynyl]pyridin-3-yl]ethynyl-tri(propan-2-yl)silane 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 二异丙胺 作用下， 反应 72.0h， 以640 mg的产率得到2-[2-[2-[4,5-Dibutoxy-2-[2-[2-[2-tri(propan-2-yl)silylethynyl]pyridin-3-yl]ethynyl]phenyl]ethynyl]pyridin-3-yl]ethynyl-tri(propan-2-yl)silane
  参考文献：
  名称：

  Synthesis, Spectroscopy, and Theoretical Calculations for a Series of Push−Pull [14]-Pyridoannulenes

  摘要：

  [GRAPHICS]Three new isomeric dipyridoannulenes were synthesized and characterized. These molecules possess differing conjugation pathways between the substituent alkoxy donating groups and the pyridyl acceptor groups. Optical absorption and emission properties of the dipyridoannulenes and their corresponding acyclic precursors were measured and correlated to structural differences and used to evaluate conjugation effectiveness and charge-transfer pathways. Optical properties of protonated dipyridoannulenes were also measured and found to be somewhat insensitive to the degree of protonation. Density functional studies of these systems at the B3LYP/6-31G* level provided insight into their stabilities, polarities, and quinoidal character. An analysis of the HOMO and LUMO molecular orbitals provided further information regarding charge-transfer behavior. These systems are good metal binding candidates, as the pyridine moiety can act as both an electron-acceptor and a site for metal coordination.

  DOI：

  10.1021/jo7019724
• 作为产物：
  描述：

  2-ethynyl-3-((triisopropylsilyl)ethynyl)pyridine 、 1,2-二碘-4,5-二正丁氧基苯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 二异丙胺 作用下， 反应 48.0h， 生成 2-[2-[2-(4,5-Dibutoxy-2-iodophenyl)ethynyl]pyridin-3-yl]ethynyl-tri(propan-2-yl)silane
  参考文献：
  名称：

  Synthesis, Spectroscopy, and Theoretical Calculations for a Series of Push−Pull [14]-Pyridoannulenes

  摘要：

  [GRAPHICS]Three new isomeric dipyridoannulenes were synthesized and characterized. These molecules possess differing conjugation pathways between the substituent alkoxy donating groups and the pyridyl acceptor groups. Optical absorption and emission properties of the dipyridoannulenes and their corresponding acyclic precursors were measured and correlated to structural differences and used to evaluate conjugation effectiveness and charge-transfer pathways. Optical properties of protonated dipyridoannulenes were also measured and found to be somewhat insensitive to the degree of protonation. Density functional studies of these systems at the B3LYP/6-31G* level provided insight into their stabilities, polarities, and quinoidal character. An analysis of the HOMO and LUMO molecular orbitals provided further information regarding charge-transfer behavior. These systems are good metal binding candidates, as the pyridine moiety can act as both an electron-acceptor and a site for metal coordination.

  DOI：

  10.1021/jo7019724