3,4-bis[4-(triisopropylsilylethynyl)phenyl-2,5-di(2-pyridyl)]cyclopentadienone | 871585-23-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 3,4-bis[4-(triisopropylsilylethynyl)phenyl-2,5-di(2-pyridyl)]cyclopentadienone
• 英文别名: 3,4-bis(4-(triisopropylsilylethynyl)phenyl)-2,5-dipyridin-2-yl-cyclopenta-2,4-dienone；2,5-Dipyridin-2-yl-3,4-bis[4-[2-tri(propan-2-yl)silylethynyl]phenyl]cyclopenta-2,4-dien-1-one；2,5-dipyridin-2-yl-3,4-bis[4-[2-tri(propan-2-yl)silylethynyl]phenyl]cyclopenta-2,4-dien-1-one
• CAS: 871585-23-8
• 化学式: C₄₉H₅₈N₂OSi₂
• 分子量: 747.183
• InChiKey: DXEKSBZHGXBCGX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.72
• 重原子数：
  54
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3,4-bis[4-(triisopropylsilylethynyl)phenyl-2,5-di(2-pyridyl)]cyclopentadienone 、 1,3,5-三乙炔苯 以 邻二甲苯 为溶剂， 生成
  参考文献：
  名称：

  Hyperbranched pyridylphenylene polymers based on the first-generation dendrimer as a multifunctional monomer

  摘要：

  基于树枝状聚合物（A₆）作为多功能单体和双(环戊二烯酮)（B₂）的方法，有望实现一锅合成具有完美树枝状片段的明确定义聚合物的目标。

  DOI：

  10.1039/c5ra16847c
• 作为产物：
  描述：

  2-吡啶乙腈 在 四丁基氢氧化铵 作用下， 以 叔丁醇 为溶剂， 生成 3,4-bis[4-(triisopropylsilylethynyl)phenyl-2,5-di(2-pyridyl)]cyclopentadienone
  参考文献：
  名称：

  Polyphenylene dendrimers with pyridine fragments

  摘要：

  DOI：

  10.1007/s10631-005-0016-3

文献信息

• New pyridylphenylene cyclopentadienon as a building block for dendrimer synthesis
  作者：A. S. Torozova、A. A. Korolkova、I. Yu. Krasnova、Z. B. Shifrina

  DOI：10.1007/s11172-020-2727-5

  日期：2020.1

  The synthesis of new tetrasubstituted pyridyl-containing cyclopentadienone, namely, 3,4-bis(4-(phenylethynyl)phenyl)-2,5-di(pyridin-2-yl)cyclopenta-2,4-dien-1-one is reported for the first time as a monomer for dendrimer synthesis. The synthesis by Diels—Alder approach allowed to prepare 2nd generation dendrimer with phenylethynyl peripherial fragments. A presence of triple bonds in the structure of

  新的含四取代吡啶基的环戊二烯酮，即 3,4-双(4-(苯基乙炔基)苯基)-2,5-二(吡啶-2-基)环戊二烯-2,4-二烯-1-酮的合成是首次报道作为树枝状聚合物合成的单体。Diels-Alder 方法的合成允许制备具有苯乙炔基外周片段的第二代树枝状聚合物。树枝状聚合物结构中三键的存在决定了它们后续改性的可能性，特别是通过与金属化合物配位以获得催化活性纳米复合材料。
• Polyphenylenepyridyl Dendrons with Functional Periphery and Focal Points: Syntheses and Applications
  作者：Nina V. Kuchkina、Ekaterina Yu. Yuzik-Klimova、Svetlana A. Sorokina、Alexander S. Peregudov、Dmitri Yu. Antonov、Samuel H. Gage、Bethany S. Boris、Linda Z. Nikoshvili、Esther M. Sulman、David Gene Morgan、Waleed E. Mahmoud、Ahmed A. Al-Ghamdi、Lyudmila M. Bronstein、Zinaida B. Shifrina

  DOI：10.1021/ma401043u

  日期：2013.8.13

  For the first time we report syntheses of a family of functional polyphenylenepyridyl dendrons with different generations and structures such as focal groups, periphery, and a combination of phenylene and pyridyl moieties in the dendron interior using a Diels-Alder approach and a divergent method. The dendron structure and composition were confirmed using NMR spectroscopy, MALDI-TOF mass spectrometry, FTIR, and elemental analysis. As a proof of concept that these dendrons can be successfully used for the development of nanocomposites, synthesis of iron oxide nanoparticles was carried out in the presence of thermally stable dendrons as capping molecules followed by formation of Pd NPs in the dendron shells. This resulted in magnetically recoverable catalysts exhibiting exceptional performance in selective hydrogenation of dimethylethynylcarbinol (DMEC) to dimethylvinylcarbinol (DMVC).
• Polyphenylene dendrimers with pyridine fragments
  作者：Z. B. Shifrina、M. S. Averina、N. V. Firsova、A. L. Rusanov、K. Muellen

  DOI：10.1007/s10631-005-0016-3

  日期：2005.2
• Poly(Phenylene-pyridyl) Dendrimers:  Synthesis and Templating of Metal Nanoparticles
  作者：Zinaida B. Shifrina、Marina S. Rajadurai、Nina V. Firsova、Lyudmila M. Bronstein、Xinlei Huang、Alexander L. Rusanov、Klaus Muellen

  DOI：10.1021/ma051802n

  日期：2005.11.1

  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).
• Hyperbranched pyridylphenylene polymers based on the first-generation dendrimer as a multifunctional monomer
  作者：N. V. Kuchkina、M. S. Zinatullina、E. S. Serkova、P. S. Vlasov、A. S. Peregudov、Z. B. Shifrina

  DOI：10.1039/c5ra16847c

  日期：——

  The A₆ + B₂ approach to hyperbranched polymers based on the dendrimer (A₆) as a multifunctional monomer and bis(cyclopentadienone)s (B₂) holds promise for the one-pot synthesis of well-defined polymers with perfect dendritic fragments in the backbone.

  基于树枝状聚合物（A₆）作为多功能单体和双(环戊二烯酮)（B₂）的方法，有望实现一锅合成具有完美树枝状片段的明确定义聚合物的目标。