2,5-diphenyl-3,4-bis[4-(2,3,4,5-tetraphenylphenyl)phenyl]cyclopenta-2,4-dienone | 254886-85-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 2,5-diphenyl-3,4-bis[4-(2,3,4,5-tetraphenylphenyl)phenyl]cyclopenta-2,4-dienone
• 英文别名: 2,5-diphenyl-3,4-bis[4-(2,3,4,5-tetraphenylphenyl)phenyl]cyclopenta-2,4-dien-1-one
• CAS: 254886-85-6
• 化学式: C₈₉H₆₀O
• 分子量: 1145.45
• InChiKey: QSDJGELJYHVLJQ-UHFFFAOYSA-N

物化性质

• 密度：
  1.176±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  22.7
• 重原子数：
  90
• 可旋转键数：
  14
• 环数：
  15.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4,4'-双乙炔基-2,2'-联吡啶 、 2,5-diphenyl-3,4-bis[4-(2,3,4,5-tetraphenylphenyl)phenyl]cyclopenta-2,4-dienone 以 邻二甲苯 为溶剂， 反应 48.0h， 以90%的产率得到4-[2,5-Diphenyl-3,4-bis[4-(2,3,4,5-tetraphenylphenyl)phenyl]phenyl]-2-[4-[2,5-diphenyl-3,4-bis[4-(2,3,4,5-tetraphenylphenyl)phenyl]phenyl]pyridin-2-yl]pyridine
  参考文献：
  名称：

  具有支化聚亚苯基壳的Tris（2,2'-联吡啶基）钌（II）：带电的形状持久性纳米粒子家族。

  摘要：

  DOI：

  10.1002/anie.200704256
• 作为产物：
  描述：

  4,4'-di-(2,3,4,5-tetraphenylphenyl)benzil 、 二苄基甲酮 在 四丁基氢氧化铵 作用下， 以 1,4-二氧六环 为溶剂， 反应 1.0h， 以85%的产率得到2,5-diphenyl-3,4-bis[4-(2,3,4,5-tetraphenylphenyl)phenyl]cyclopenta-2,4-dienone
  参考文献：
  名称：

  Polyphenylene dendrimers via Diels–Alder reactions: the convergent approach

  摘要：

  聚苯乙烯树枝状聚合物和树枝状单元可以通过[2 + 4]环加成反应和克诺文阿革环缩合反应在收敛法中获得。

  DOI：

  10.1039/a907339f

文献信息

• Homogeneous Palladium Catalyst Suppressing Pd Black Formation in Air Oxidation of Alcohols
  作者：Tetsuo Iwasawa、Makoto Tokunaga、Yasushi Obora、Yasushi Tsuji

  DOI：10.1021/ja031936l

  日期：2004.6.1

  found to be excellent ligands with Pd(OAc)2 in the palladium-catalyzed air (balloon) oxidation of alcohols in toluene at 80 degrees C. Comparison with structurally related pyridine ligands revealed that introduction of the 2,3,4,5-tetraphenylphenyl substituent at the 3-position of pyridine ring effectively suppresses the Pd black formation, maintaining the catalytic activity for a long time to give aldehydes

  在均相催化剂体系中，存在金属聚集和沉淀导致催化剂分解和催化活性显着损失的持续问题。钯黑的形成就是一个典型的例子。已知 Pd 催化剂很容易聚集并形成 Pd 黑，尽管它们在有机合成中实现了各种各样的有用反应。为了克服均相 Pd 催化的这一固有问题，我们通过采用醇的有氧氧化作为探针反应，探索了一类新的 Pd 催化剂。在此，我们报告了一种新的催化剂体系，即使在空气中并且在醇的氧化中具有高底物与催化剂摩尔比（S/C：大于 1000），也能抑制 Pd 黑的形成。新型吡啶衍生物具有 2,3,4,
• Photochemistry and Photophysics of Enediyne-Cored Polyphenylene Dendrimers
  作者：Tetsuya Kobayashi、Tatsuo Arai

  DOI：10.1246/bcsj.20170068

  日期：2017.7.15

  Two kinds of enediyne-cored polyphenylene dendrimer (mGn, pGn) were prepared as pure cis and trans isomers. In comparison to parent enediyne with no dendron substituents, the dendrimers exhibited highly efficient fluorescence emission with mutual cis–trans isomerization. Along with an increase in the generation of dendrons, decrease of Φiso and shortening of τS were observed, suggesting that dendrons

  制备了两种烯二炔核聚苯撑树枝状聚合物 (mGn, pGn) 作为纯顺式和反式异构体。与没有树枝状取代基的母体烯二炔相比，树枝状大分子显示出高效的荧光发射和相互顺反异构化。随着树突生成的增加，观察到 Φiso 的减少和 τS 的缩短，这表明树突影响了激发单线态的顺反光异构化和失活。
• Polyphenylene Dendrimers with Different Fluorescent Chromophores Asymmetrically Distributed at the Periphery
  作者：Tanja Weil、Uwe M. Wiesler、Andreas Herrmann、Roland Bauer、Johan Hofkens、Frans C. De Schryver、Klaus Müllen

  DOI：10.1021/ja010579g

  日期：2001.8.1

  A new synthetic approach leading to asymmetrically substituted polyphenylene dendrimers is presented. Following this method, polyphenylene dendrimers decorated with an increasing number of chromophores at the periphery have been obtained up to the second generation. Especially the synthesis of a polyphenylene dendrimer beating three donor chromophores and one acceptor chromophore has been realized. Intramolecular energy transfer within this molecule is demonstrated by applying absorption and fluorescence measurements.
• Diversity-Oriented Polymerization: One-Shot Synthesis of Library of Graft and Dendronized Polymers by Cu-Catalyzed Multicomponent Polymerization
  作者：Hyunseok Kim、Ki-Taek Bang、Inho Choi、Jin-Kyung Lee、Tae-Lim Choi

  DOI：10.1021/jacs.6b04695

  日期：2016.7.13

  Graft and dendronized polymers have attracted much attention in the polymer community, and there have been significant efforts to develop better synthetic methods. Herein, we report the highly efficient synthesis of graft and dendronized polymers by using Cu-catalyzed multicomponent polymerization (MCP). Based on diversity-oriented synthesis, we prepared a library of various graft and dendronized polymers from combinations of three types of monomers (mono-functionalized alkynes, bis-sulfonyl azides, and diamines/diols) that are bench stable and readily accessible. After reaction optimization, 54 samples of high-molecular-weight graft and dendronized polymers were prepared, the MCP method allowing simultaneous manipulation of the structures of both the main chains and the side chains. Moreover, because of the severe steric hindrance of the side chains, these polymers adopted extended conformations, as shown by the large shape parameter in solution. Also, the extended morphology of the single polymer chains was directly visualized by atomic force microscopy and transmission electron microscopy in the solid state. Most importantly, this diversity-oriented polymerization became possible because of highly step-economical and efficient one-step MCP, paving the way toward the easily tunable synthesis of graft and dendronized polymers.