1,4-bis(5-tert-butyl-1,4-benzoquinon-2-yl)benzene | 1222993-45-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1,4-bis(5-tert-butyl-1,4-benzoquinon-2-yl)benzene
• 英文别名: QPQ；2-Tert-butyl-5-[4-(4-tert-butyl-3,6-dioxocyclohexa-1,4-dien-1-yl)phenyl]cyclohexa-2,5-diene-1,4-dione；2-tert-butyl-5-[4-(4-tert-butyl-3,6-dioxocyclohexa-1,4-dien-1-yl)phenyl]cyclohexa-2,5-diene-1,4-dione
• CAS: 1222993-45-4
• 化学式: C₂₆H₂₆O₄
• 分子量: 402.49
• InChiKey: MBJPLODAAVLCJO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  68.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,4''-di-tert-butyl-1,1':4',1''-terphenyl-2,2",5,5"-tetraol 在 ammonium cerium (IV) nitrate 作用下， 以 乙腈 为溶剂， 反应 4.0h， 以0.35 g的产率得到1,4-bis(5-tert-butyl-1,4-benzoquinon-2-yl)benzene
  参考文献：
  名称：

  Quinone Dimers Connected by 1,4-Phenylene and 2,5-Thienylene Moieties as a π Linker

  摘要：

  The synthesis and characterization of quinone dimers connected by 1,4-phenylene (QPQ) and 2,5-thienylene (QTQ) linkers are described. QPQ and QTQ were synthesized by means of Suzuki coupling and subsequent oxidation. Significant bathochromic shifts were observed in the electronic absorption spectra of QPQ and QTQ as compared to that of the quinine dimers without a linker. In addition, cyclic voltammetry and DFT calculations demonstrated that QTQ was a stronger electron acceptor than QPQ due to its planar structure, even though QTQ contains an electron-rich thiophene ring.

  DOI：

  10.3987/com-09-s(s)108

文献信息

• Quinone Dimers Connected by 1,4-Phenylene and 2,5-Thienylene Moieties as a π Linker
  作者：Naoto Hayashi、Teru Sakakibara、Takahiro Ohnuma、Junro Yoshino、Hiroyuki Higuchi

  DOI：10.3987/com-09-s(s)108

  日期：——

  The synthesis and characterization of quinone dimers connected by 1,4-phenylene (QPQ) and 2,5-thienylene (QTQ) linkers are described. QPQ and QTQ were synthesized by means of Suzuki coupling and subsequent oxidation. Significant bathochromic shifts were observed in the electronic absorption spectra of QPQ and QTQ as compared to that of the quinine dimers without a linker. In addition, cyclic voltammetry and DFT calculations demonstrated that QTQ was a stronger electron acceptor than QPQ due to its planar structure, even though QTQ contains an electron-rich thiophene ring.