1,3,5-tris[3',5'-di-tert-butyl-4'-(trimethylsilyloxy)phenyl]benzene | 333985-22-1

• 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: 1,3,5-tris[3',5'-di-tert-butyl-4'-(trimethylsilyloxy)phenyl]benzene
• 英文别名: [4-[3,5-Bis(3,5-ditert-butyl-4-trimethylsilyloxyphenyl)phenyl]-2,6-ditert-butylphenoxy]-trimethylsilane
• CAS: 333985-22-1
• 化学式: C₅₇H₉₀O₃Si₃
• 分子量: 907.596
• InChiKey: KBHYKADAQFHVPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  18.11
• 重原子数：
  63
• 可旋转键数：
  15
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1,3,5-tris[3',5'-di-tert-butyl-4'-(trimethylsilyloxy)phenyl]benzene 在 盐酸 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 3.0h， 以66%的产率得到4,4',4''-(1,3,5-benzenetriyl)tris(2,6-di-tert-butylphenol)
  参考文献：
  名称：

  Electrochemical and Ferromagnetic Couplings in 4,4‘,4‘ ‘-(1,3,5-Benzenetriyl)tris(phenoxyl) Radical Formation

  摘要：

  4,4',4"-(1,3,5-Benzenetriyl)tris(2,g-di-tert-butylphenol) was prepared by the cross-coupling of 1,3,5-tribromobenzene and [4-(trimethylsiloxy)phenyl]magnesium bromide. X-ray analysis of the single crystal showed a propeller-like structure with a mean dihedral angle of 39 degrees between the hydroxyphenyl and the core benzene. The phenoxyl mono-, di-, and triradicals were generated by the electrochemical oxidation of the trianion. A stepwise radical formation was revealed by a differential pulse voltammogram, electrolytic ESR spectroscopy, and a comproportionation reaction between the radicals, which was discussed as an effect of the pi -conjugated but non-Kekule-type coupler. The quartet and triplet ground state for the tri- and diradical, respectively, were confirmed by a SQUID measurement.

  DOI：

  10.1021/jo0013204
• 作为产物：
  描述：

  1,3,5-三溴苯 、 (4-Bromo-2,6-di-tert-butylphenoxy)trimethylsilane 在 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) magnesium 作用下， 以 四氢呋喃 为溶剂， 反应 20.0h， 以13%的产率得到1,3,5-tris[3',5'-di-tert-butyl-4'-(trimethylsilyloxy)phenyl]benzene
  参考文献：
  名称：

  Electrochemical and Ferromagnetic Couplings in 4,4‘,4‘ ‘-(1,3,5-Benzenetriyl)tris(phenoxyl) Radical Formation

  摘要：

  4,4',4"-(1,3,5-Benzenetriyl)tris(2,g-di-tert-butylphenol) was prepared by the cross-coupling of 1,3,5-tribromobenzene and [4-(trimethylsiloxy)phenyl]magnesium bromide. X-ray analysis of the single crystal showed a propeller-like structure with a mean dihedral angle of 39 degrees between the hydroxyphenyl and the core benzene. The phenoxyl mono-, di-, and triradicals were generated by the electrochemical oxidation of the trianion. A stepwise radical formation was revealed by a differential pulse voltammogram, electrolytic ESR spectroscopy, and a comproportionation reaction between the radicals, which was discussed as an effect of the pi -conjugated but non-Kekule-type coupler. The quartet and triplet ground state for the tri- and diradical, respectively, were confirmed by a SQUID measurement.

  DOI：

  10.1021/jo0013204

文献信息

• Electrochemical and Ferromagnetic Couplings in 4,4‘,4‘ ‘-(1,3,5-Benzenetriyl)tris(phenoxyl) Radical Formation
  作者：Hiroyuki Nishide、Ryuji Doi、Kenichi Oyaizu、Eishun Tsuchida

  DOI：10.1021/jo0013204

  日期：2001.3.1

  4,4',4"-(1,3,5-Benzenetriyl)tris(2,g-di-tert-butylphenol) was prepared by the cross-coupling of 1,3,5-tribromobenzene and [4-(trimethylsiloxy)phenyl]magnesium bromide. X-ray analysis of the single crystal showed a propeller-like structure with a mean dihedral angle of 39 degrees between the hydroxyphenyl and the core benzene. The phenoxyl mono-, di-, and triradicals were generated by the electrochemical oxidation of the trianion. A stepwise radical formation was revealed by a differential pulse voltammogram, electrolytic ESR spectroscopy, and a comproportionation reaction between the radicals, which was discussed as an effect of the pi -conjugated but non-Kekule-type coupler. The quartet and triplet ground state for the tri- and diradical, respectively, were confirmed by a SQUID measurement.