tetrakis(4-methoxyphenyl)plumbane | 29980-05-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: tetrakis(4-methoxyphenyl)plumbane
• 英文别名: Pb(C6H4OMe-p)4；tetrakis-(4-methoxy-phenyl)-plumbane；Tetrakis-(4-methoxy-phenyl)-plumban；Tetrakis-(4-methoxy-phenyl)-blei；Tetrakis(4-methoxyphenyl)lead
• CAS: 29980-05-0
• 化学式: C₂₈H₂₈O₄Pb
• 分子量: 635.728
• InChiKey: CSWHCGJRJJEKBW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  tetrakis(4-methoxyphenyl)plumbane 在 盐酸 、 苯 作用下， 生成 bis-(4-methoxy-phenyl)-lead (2+); dichloride
  参考文献：
  名称：

  Relative Reactivities of Organometallic Compounds. XXII.^* Hydrogen Chloride Cleavage Rates of p-Methoxyphenyl-2-furyllead Compounds

  摘要：

  DOI：

  10.1021/ja01872a054
• 作为产物：
  描述：

  hexakis-(4-methoxy-phenyl)-diplumbane 在 苯 作用下， 生成 tetrakis(4-methoxyphenyl)plumbane
  参考文献：
  名称：

  Relative Reactivities of Organometallic Compounds. XXII.^* Hydrogen Chloride Cleavage Rates of p-Methoxyphenyl-2-furyllead Compounds

  摘要：

  DOI：

  10.1021/ja01872a054

文献信息

• Palladium-Catalyzed Diarylation of Isocyanides with Tetraarylleads for the Selective Synthesis of Imines and α-Diimines
  作者：Cong Chi Tran、Shin-ichi Kawaguchi、Yohsuke Kobiki、Hitomi Matsubara、Dat Phuc Tran、Shintaro Kodama、Akihiro Nomoto、Akiya Ogawa

  DOI：10.1021/acs.joc.9b01639

  日期：2019.9.20

  Using tetraaryllead compounds (PbAr4) as arylating reagents, isocyanides undergo selective diarylation in the presence of palladium catalysts such as Pd(OAc)(2) or Pd(PPh3)(4) to afford imines and/or alpha-diimines based on the isocyanide employed. With aliphatic isocyanides, imines are obtained preferentially, whereas alpha-diimines are formed in the case of electron-rich aromatic isocyanides. The differences in imine/alpha-diimine selectivity can be attributed to the stability of imidoylpalladium intermediates formed in this catalytic reaction. Compared with other arylating reagents, tetraaryllead compounds are excellent candidates for use in the selective transformations to imines and/or alpha-diimines, especially in terms of inhibiting the oligomerization of isocyanides, which results in a lower product selectivity in many transition-metal-catalyzed reactions of isocyanides.
• Relative Reactivities of Organometallic Compounds. XXI. Organolead Radicals and Derivatives
  作者：Henry. Gilman、James C. Bailie

  DOI：10.1021/ja01872a053

  日期：1939.3
• Relative Reactivities of Organometallic Compounds. XXII.^* Hydrogen Chloride Cleavage Rates of <i>p</i>-Methoxyphenyl-2-furyllead Compounds
  作者：Henry. Gilman、Edmund B. Towne

  DOI：10.1021/ja01872a054

  日期：1939.3