1,3,6-triphenylhexane | 70547-85-2

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 1,3,6-triphenylhexane
• 英文别名: 1,6-Diphenylhexan-3-ylbenzene
• CAS: 70547-85-2
• 化学式: C₂₄H₂₆
• 分子量: 314.47
• InChiKey: MQXLDLWTCALZEU-UHFFFAOYSA-N

物化性质

• 沸点：
  110-115 °C(Press: 0.1 Torr)
• 密度：
  1.012±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  24
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  ω-苄基苯乙酮 在 lithium aluminium tetrahydride 、 三氧化硫吡啶 、 magnesium 作用下， 以 乙醚 为溶剂， 反应 21.0h， 生成 1,3,6-triphenylhexane
  参考文献：
  名称：

  Cyclocondensation of 3(2H)-benzo[b]thiophenone and oxidation products obtained during these reactions

  摘要：

  DOI：

  10.1016/s0040-4020(01)87484-6

文献信息

• Taming Highly Unstable Radical Anions and 1,4-Organodilithiums by Flow Microreactors: Controlled Reductive Dimerization of Styrenes
  作者：Yiyuan Jiang、Hideki Yorimitsu

  DOI：10.1021/jacsau.2c00375

  日期：2022.11.28

  dimerization, and the resulting 1,4-organodilithiums are trapped with various electrophiles. Trapping with divalent electrophiles affords precursors for useful yet less accessible cyclic structures, for example, siloles from dichlorosilanes. Thus, we highlight the power of single-electron reduction of unsaturated compounds in flow microreactors for organic synthesis.

  在流动微反应器中用芳化锂还原苯乙烯导致瞬间产生高度不稳定的自由基阴离子，随后二聚产生相应的 1,4-有机二锂。具有快速混合功能的流动反应器对于这种还原二聚反应至关重要，因为在分批条件下效率和选择性较低。一系列苯乙烯发生二聚反应，生成的 1,4-有机二锂被各种亲电试剂捕获。用二价亲电试剂捕获可提供有用但不易接近的环状结构的前体，例如来自二氯硅烷的噻咯。因此，我们强调了在用于有机合成的流动微反应器中单电子还原不饱和化合物的能力。
• Comparison of the Regiochemical Behavior of Zirconium and Hafnium in the Polyinsertion of Styrenes
  作者：Nunzia Galdi、Lorella Izzo、Leone Oliva

  DOI：10.1021/om1001342

  日期：2010.10.25

  The hafnocene-based catalyst ethylenebis(1-indenyl)hafnium dichloride/methylalumoxane, as well as its zirconium analogue, is able to oligomerize styrene, p-methylstyrene, and p-tert-butylstyrene in the presence of hydrogen to produce hydrooligomers. The composition of the product mixture compared to that obtained using zirconium-based catalysts indicates that the primary insertion occurs with greater frequency. This difference in regioselectivity is likely to be related to the electronic differences between the two metal centers. Previous experimental and theoretical evidence suggests that increasing the electron density at the incoming metal carbon bond decreases the preference for the secondary insertion; so by exploiting the contribution from the electron-releasing substituent of the monomer and changing the metal center, from zirconium to hafnium, the regiochemistry of insertion can be inverted from secondary to prevailingly primary. The styrene regiochemistry of insertion is engraved into the structure of ethylene styrene copolymers. Some relevant differences can be observed by comparing the C-13 NMR spectra of copolymer obtained with zirconium- and hafnium-based catalysts. In fact the structure of the chains obtained with hafnium, compared to zirconium, shows higher styrene uptake and the presence of styrene homosequences and of regioirregularly arranged units.
• Regiochemistry of the Styrene Insertion with CH₂-Bridged <i>a</i><i>nsa</i>-Zirconocene-Based Catalysts
  作者：Lorella Izzo、Mariagrazia Napoli、Leone Oliva

  DOI：10.1021/ma034818r

  日期：2003.12.1

  eMethylenebis(indenyl)zirconium dichloride substituted in C(3), activated by methylalumoxane, is able to give polystyrene and ethylene-styrene copolymers. In this study hydrooligomers, whose structure, determined by C-13 NMR and GC-MS techniques, gives information about the regiochemistry and the stereochemistry of styrene insertion, have been purposefully prepared. The regiochemistry of the styrene insertion is related to the encumbrance of substituents in C(3). rac-[Methylene-(3-R-1-indenyl)(2)]ZrCl2 with R = H, CH3, or CH2CH3 induces a prevailingly secondary styrene insertion into the zirconium-carbon bond. With increasing the substituent's steric hindrance (R = CH(CH3)(2)), regiochemistry inversion occurs and the primary insertion becomes prevailing. The analysis of ethylene-styrene copolymers obtained in the presence of the different catalysts allows confirming the correlation between regiochemistry and comonomers' reactivity. Besides, also the stereospecificity can be evaluated from the structure of the hydrotrimers, when the insertion is primary. Whereas the isospecificity in the absence of substituents (secondary insertion) and in the presence of the tert-butyl substituent (primary insertion) is well-known, a surprising syndiospecificity is observed when the indenyl ligand bears the isopropyl substituent in C(3).
• Maercker, Adalbert; Passlack, Michael, Chemische Berichte, 1982, vol. 115, # 2, p. 540 - 577
  作者：Maercker, Adalbert、Passlack, Michael

  DOI：——

  日期：——
• MAERCKER, A.;PASSLACK, M., CHEM. BER., 1982, 115, N 2, 540-577
  作者：MAERCKER, A.、PASSLACK, M.

  DOI：——

  日期：——