Hexaphenylethylbenzene | 134110-35-3

• 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: Hexaphenylethylbenzene
• 英文别名: Hexa(phenyl-ethyl)benzene；1,2,3,4,5,6-hexakis(2-phenylethyl)benzene
• CAS: 134110-35-3
• 化学式: C₅₄H₅₄
• 分子量: 703.023
• InChiKey: JBCJXVHKOQSKSR-UHFFFAOYSA-N

物化性质

• 沸点：
  718.5±55.0 °C(Predicted)
• 密度：
  1.080±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  15.2
• 重原子数：
  54
• 可旋转键数：
  18
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  草酰氯 、 Hexaphenylethylbenzene 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 以86%的产率得到4-[2-[2,3,4,5,6-Pentakis[2-(4-carbonochloridoylphenyl)ethyl]phenyl]ethyl]benzoyl chloride
  参考文献：
  名称：

  Regioselective Chlorocarbonylation of Polybenzyl Cores and Functionalization Using Dendritic and Organometallic Nucleophiles

  摘要：

  Regiospecific chlorocarbonylation of the polybenzyl cores PhCH2CH2Ph, C-6(CH2CH2Ph)(6), 7, and {CH(CH2Ph)(2)}(4)-1,2,4,5-C6H2, 8, in the para position of the benzyl groups gives the chlorocarbonyl derivatives 2, 9, and 10, respectively, in good yields. The octachlorocarbonyl derivative 10 reacts with Newkome's aminotripod NH2C(CH2OCH2CH2CN)(3) to give the 24-nitrile dendrimer 13 which is characterized by its molecular peak in the MALDI TOF mass spectrum and with (5-aminopentyl)-1-ferrocene to give the octaferrocene complex 14. Reactions of 2, 9, and 10 with sodium methanolate in methanol gives the methyl esters 3, 15, and 16 which are reduced by LiAlH4 to the primary alcohols 4, 17, and 18; reactions of these alcohols with NaI and BF3. Et2O yield the iodomethyl derivatives 5, 19, and 20. The organoiron nucleophile [(FeCp)-Cp-II(eta(5)-C6Me5CH2)])1, 1, reacts with 5, 19, and 20 leading to C-C bond formation and recovery of the aromatic structure of the ligand. This reaction with 5 yields a soluble complex, [(FeCp)-Cp-II(eta(6)-C6Me5CH2CH2C6H4CH2-](2), 6, in which the two redox groups, separated by 14 carbon atoms, are independent, being reversibly reduced at approximately the same potential in an overall two-electron wave recorded by cyclic voltammetry. The analogous reaction with 19 and 20, however, gave almost insoluble hexa- and octa-iron complexes 21 and 22 with mediocre purities.

  DOI：

  10.1021/jo9914622
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 以 乙腈 为溶剂， 以86%的产率得到Hexaphenylethylbenzene
  参考文献：
  名称：

  Hexaarm star-shaped polystyrenes by core-first method

  摘要：

  六官能团引发剂 C6[(CH2)2p-C6H4CH(Cl)Me]6 是通过 Fe(η-C5H5)+ 引发 C6Me6 的六苄基化，然后进行区域特异性乙酰化、NaBH4 还原和氯化合成的。

  DOI：

  10.1039/c39940002433

文献信息

• Hexa-arm polyisobutene stars by the core-first method
  作者：Eric Cloutet、Jean-Luc Fillaut、Yves Gnanou、Didier Astruc

  DOI：10.1039/cc9960002047

  日期：——

  The hexafunctional initiator 5 has been synthesized and used for the living cationic polymerization of isobutene by means of the core-first method, giving rise to the first hexa-arm polyisobutene stars 6.

  合成了六官能团引发剂5，并通过核优先法用于异丁烯的活性阳离子聚合，得到了第一个六臂星形聚异丁烯6。