4-羟基-2,3,4,5-四(吡啶-2-基)环戊-2-烯酮 | 340172-52-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子
• 中文名称: 4-羟基-2,3,4,5-四(吡啶-2-基)环戊-2-烯酮
• 英文名称: 4-hydroxy-2,3,4,5-tetrapyridin-2-ylcyclopent-2-en-1-one
• CAS: 340172-52-3
• 化学式: C₂₅H₁₈N₄O₂
• 分子量: 406.444
• InChiKey: UXUQODSNSOVSMP-UHFFFAOYSA-N

物化性质

• 沸点：
  594.4±50.0 °C(Predicted)
• 密度：
  1.356±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.43
• 重原子数：
  31.0
• 可旋转键数：
  4.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  88.86
• 氢给体数：
  1.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  4-羟基-2,3,4,5-四(吡啶-2-基)环戊-2-烯酮 以 乙二醇 为溶剂， 反应 0.5h， 生成 2,3,4,5-tetrapyridin-2-yl-cyclopenta-2,4-dienone
  参考文献：
  名称：

  Poly(Phenylene-pyridyl) Dendrimers:  Synthesis and Templating of Metal Nanoparticles

  摘要：

  A new family of poly(phenylene-pyridyl) dendrimers (up to the fourth generation) with different periphery was synthesized via a divergent route by using a cascade of Diels-Alder cycloadditions. Tetra(4-ethynylphen-1-yl)methane served as a core. A new A(2)B cyclopentadienone building block, namely, pyridine-containing cyclopentadienone with protected dienophile functions was prepared. By varying the building blocks at the last step of dendrimer construction, one could design molecules possessing either a phenyl- or a pyridyl-decorated outershell. The products were characterized by NMR spectroscopy, MALDI-TOF mass spectrometry, elemental analysis, atomic force microscopy, thermogravimetric analysis, DSC, and dynamic light scattering methods. These stiff polyphenylene dendrimers with pyridine embeds were then used as a matrix for encapsulation of Pd nanoparticles. The fourth-generation poly(phenylene-pyridyl) dendrimer with a phenyl-decorated periphery and pyridine-containing interior was found to serve as a powerful template for metal nanoparticle formation, resulting in excellent nanoparticle stability (no precipitation was observed for more than 6 months).

  DOI：

  10.1021/ma051802n
• 作为产物：
  描述：

  2-吡啶乙腈 在 盐酸 、 氢氧化钾 、 苯基锂 作用下， 以 乙醚 、 乙醇 为溶剂， 反应 4.0h， 生成 4-羟基-2,3,4,5-四(吡啶-2-基)环戊-2-烯酮
  参考文献：
  名称：

  Poly(Phenylene-pyridyl) Dendrimers:  Synthesis and Templating of Metal Nanoparticles

  摘要：

  A new family of poly(phenylene-pyridyl) dendrimers (up to the fourth generation) with different periphery was synthesized via a divergent route by using a cascade of Diels-Alder cycloadditions. Tetra(4-ethynylphen-1-yl)methane served as a core. A new A(2)B cyclopentadienone building block, namely, pyridine-containing cyclopentadienone with protected dienophile functions was prepared. By varying the building blocks at the last step of dendrimer construction, one could design molecules possessing either a phenyl- or a pyridyl-decorated outershell. The products were characterized by NMR spectroscopy, MALDI-TOF mass spectrometry, elemental analysis, atomic force microscopy, thermogravimetric analysis, DSC, and dynamic light scattering methods. These stiff polyphenylene dendrimers with pyridine embeds were then used as a matrix for encapsulation of Pd nanoparticles. The fourth-generation poly(phenylene-pyridyl) dendrimer with a phenyl-decorated periphery and pyridine-containing interior was found to serve as a powerful template for metal nanoparticle formation, resulting in excellent nanoparticle stability (no precipitation was observed for more than 6 months).

  DOI：

  10.1021/ma051802n

文献信息

• NEWKOME G. R.; ISLAM N. B.; ROBINSON J. M., J. ORG. CHEM.<JOCE-AH> 1975, 40, NO 24, 3514-3518
  作者：NEWKOME G. R.、 ISLAM N. B.、 ROBINSON J. M.

  DOI：——

  日期：——