pentakis(4-acetylphenyl)cyclopentadiene | 145193-37-9

• 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: pentakis(4-acetylphenyl)cyclopentadiene
• 英文别名: 1,2,3,4,5-Penta(4-acetylphenyl)-1,3-cyclopentadiene；C5H(C6H4COCH3-p)；1,2,3,4,5-penta(4-acetylphenyl)cyclopentadiene；1-[4-[2,3,4,5-Tetrakis(4-acetylphenyl)cyclopenta-2,4-dien-1-yl]phenyl]ethanone
• CAS: 145193-37-9
• 化学式: C₄₅H₃₆O₅
• 分子量: 656.778
• InChiKey: ZOHVNMPSQOUCJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  50
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  85.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  pentakis(4-acetylphenyl)cyclopentadiene 在 potassium hypochlorite 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 以67.8%的产率得到1-<4-<1,1',1'',1''',1''''-(5-Chloro-1,3-cyclopentadien-1,2,3,4,5-pentayl)pentakis>>benzoesaeure
  参考文献：
  名称：

  Schumann, Herbert; Kucht, Homa; Kucht, Andreas, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1992, vol. 47, # 9, p. 1281 - 1289

  摘要：

  DOI：
• 作为产物：
  描述：

  pentakis<4-(2-methyl-1,3-dioxa-2-cyclopentyl)phenyl>cyclopentadiene 在 对甲苯磺酸 作用下， 以 丙酮 为溶剂， 反应 20.0h， 以449 mg的产率得到pentakis(4-acetylphenyl)cyclopentadiene
  参考文献：
  名称：

  Palladium-Catalyzed Arylation of Cyclopentadienes

  摘要：

  Cyclopentadiene and metallocenes, typically zirconocene dichloride, are suitable substrates for multiple arylations with aryl bromides in palladium-catalyzed reactions. Thus, various aryl bromides bearing either an electron-donating or an electron-withdrawing substituent can react with these substrates to afford the corresponding 1,2,3,4,5-pentaaryl-13-cyclopentadienes in a single preparative step. Derivatives of cyclopentadiene. including di- and trisubstituted cyclopentadienes. and indene are arylated in a similar fashion.

  DOI：

  10.1002/1521-3765(20000915)6:18<3426::aid-chem3426>3.0.co;2-b

文献信息

• Leaving Group Potential of a Substituted Cyclopentadienyl Anion Toward Oxidative Addition
  作者：Ethan L. Fisher、Tristan H. Lambert

  DOI：10.1021/ol901598n

  日期：2009.9.17

  The facility with which a substituted cyclopentadienyl anion may function as a leaving group for palladium-catalyzed allylation reactions is demonstrated. Reaction of several allylcyclopentadienyl substrates is shown. Nucleophilic displacement of carbon with nitrogen is achieved in the deallylation of allylpenta-p-acetylphenylcyclopentadiene with N-methylbenzylamine.

  证明了取代的环戊二烯基阴离子可以用作钯催化的烯丙基化反应的离去基团的设施。显示了几种烯丙基环戊二烯基底物的反应。碳与氮的亲核取代是通过烯丙基五-对乙酰基苯基环戊二烯与N-甲基苄基胺的脱甲酰作用实现的。
• Schumann, Herbert, Pure and Applied Chemistry, 1991, vol. 63, p. 813 - 820
  作者：Schumann, Herbert

  DOI：——

  日期：——
• Decasubstituted decaphenylmetallocenes
  作者：Rainer H. Lowack、K. Peter、C. Vollhardt

  DOI：10.1016/0022-328x(94)84136-5

  日期：1994.8

  Pentaphenylcyclopentadienes that are para-substituted at each phenyl group prove to be valuable new ligands. They are easily prepared in good yield and high purity from pentaphenylcyclopentadiene by acetylation and subsequent acetalation. Owing to the ease with which the electronic properties of these ligands can be modified and due to the solubility and the facile characterization of their complexes it is now possible to explore the whole field of decaarylmetallocenes. The first soluble decaarylmetallocenes with tin and lead as the metal atom are described.
• Schumann, Herbert; Lentz, Alexander, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1994, vol. 49, # 12, p. 1717 - 1724
  作者：Schumann, Herbert、Lentz, Alexander

  DOI：——

  日期：——