1,2,4,5-tetrabutylbenzene | 52007-95-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,2,4,5-tetrabutylbenzene
• CAS: 52007-95-1
• 化学式: C₂₂H₃₈
• 分子量: 302.544
• InChiKey: OIUPWOHQUYCKRS-UHFFFAOYSA-N

物化性质

• 沸点：
  383.9±37.0 °C(Predicted)
• 密度：
  0.857±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  9.4
• 重原子数：
  22
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 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：

  1,2,4,5-四溴苯 、 BUTYLZINC BROMIDE 在 [1,3-bis(2,6-diisopropylphenyl)imidazol-2-ylidene](3-chloropyridyl)palladium(ll) dichloride 、 lithium bromide 作用下， 以 四氢呋喃 、 地昔帕明 为溶剂， 反应 2.0h， 以18%的产率得到1,2,4,5-tetrabutylbenzene
  参考文献：
  名称：

  Two Flavors of PEPPSI-IPr: Activation and Diffusion Control in a Single NHC-Ligated Pd Catalyst?

  摘要：

  Abnormal reactivity has been observed in Negishi, Suzuki Miyaura, and Kumada Tamao Corriu cross-couplings in which PEPPSI-IPr (where PEPPSI stands for pyridine enhanced precatalyst preparation, stabilization, and initiation and IPr refers to the NHC ligand) is employed, implicating the presence of two distinct Pd-0 species in the catalytic cycle. Polybrominated arenes and organometallic reagents react selectively to give the product of exhaustive polysubstitution regardless of the initial reaction stoichiometry. Competition experiments suggest that, after an initial activation controlled oxidative addition, reductive elimination produces an ultrareactive Pd-0 species which consumes all remaining C-Br bonds in the molecule under diffusion control.

  DOI：

  10.1021/ol1027283

文献信息

• Two Flavors of PEPPSI-IPr: Activation and Diffusion Control in a Single NHC-Ligated Pd Catalyst?
  作者：Igor Larrosa、Clara Somoza、Alexandre Banquy、Stephen M. Goldup

  DOI：10.1021/ol1027283

  日期：2011.1.7

  Abnormal reactivity has been observed in Negishi, Suzuki Miyaura, and Kumada Tamao Corriu cross-couplings in which PEPPSI-IPr (where PEPPSI stands for pyridine enhanced precatalyst preparation, stabilization, and initiation and IPr refers to the NHC ligand) is employed, implicating the presence of two distinct Pd-0 species in the catalytic cycle. Polybrominated arenes and organometallic reagents react selectively to give the product of exhaustive polysubstitution regardless of the initial reaction stoichiometry. Competition experiments suggest that, after an initial activation controlled oxidative addition, reductive elimination produces an ultrareactive Pd-0 species which consumes all remaining C-Br bonds in the molecule under diffusion control.