1,1,8,8-Tetrakis(4-methoxyphenyl)-1,7-octadiene

• 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: 1,1,8,8-Tetrakis(4-methoxyphenyl)-1,7-octadiene
• 英文别名: 1,1,8,8-tetrakis(p-methoxyphenyl)-1,7-octadiene；1-Methoxy-4-[1,8,8-tris(4-methoxyphenyl)octa-1,7-dienyl]benzene
• 化学式: C₃₆H₃₈O₄
• 分子量: 534.695
• InChiKey: NMJMHHDQKSGNLE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.2
• 重原子数：
  40
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  1,1,8,8-Tetrakis(4-methoxyphenyl)-1,7-octadiene 生成 1,1,4,4-Tetrakis(4-methoxyphenyl)-4a,5,6,7,8,8a-hexahydrobenzo[d][1,2]dioxine
  参考文献：
  名称：

  Tamai Toshiyuki, Mizuno Kazuhiko, Hashida Isao, Otsuji Yoshio, Ishida Aki+, Chem. Lett, (1994) N 1, S 149-152

  摘要：

  DOI：

文献信息

• Synthesis of 3,3,6,6-Tetraaryl-1,2-Dioxanes via TiO₂-catalyzed Photooxygenation of 1,1-Diarylethenes in the Presence of Mg(ClO₄)₂
  作者：Hajime Maeda、Hisayuki Miyamoto、Kazuhiko Mizuno

  DOI：10.1246/cl.2004.462

  日期：2004.4

  Photooxygenation of methoxy-substituted 1,1-diarylethenes and 1,1,8,8-tetraaryl-1,7-octadienes catalyzed by titanium dioxide proceeded via photoinduced electron transfer to give 3,3,6,6-tetraaryl-1,2-dioxanes in high yields. The photooxygenation was remarkably accelerated by the addition of Mg(ClO4)2.

  在二氧化钛的催化下，甲氧基取代的 1,1-二芳基苯和 1,1,8,8-四芳基-1,7-辛二烯通过光诱导电子转移进行光氧合反应，以高产率得到 3,3,6,6-四芳基-1,2-二恶烷。加入 Mg(ClO4)2 后，光氧合反应明显加快。
• Photooxygenation of 1, ω-bis(diarylethenyl)alkanes via photoinduced electron transfer: Formation of bicyclic peroxides
  作者：Toshiyuki Tamai、Kazuhiko Mizuno、Isao Hashida、Yoshio Otsuji

  DOI：10.1016/s0040-4039(00)77645-3

  日期：1993.4

  The 9,10-dicyanoanthracene (DCA)-sensitized photooxygenation of Ar2C=CH(CH2)nCH=CAr2 in acetonitrile was studied. When Ar = 4-CH3OC6H4, n = 3 and 4, bicyclic peroxides were obtained via 1,4-radical cations that are generated by intramolecular interaction between two ethenyl moieties of the alkadienes.

  研究了乙腈中Ar 2 C = CH（CH 2）n CH = CAr 2的9,10-二氰基蒽（DCA）致敏的光氧合反应。当Ar ＝ 4-CH 3 OC 6 H 4，n ＝ 3和4时，经由1，4-自由基阳离子获得双环过氧化物，所述1，4-自由基阳离子是由链二烯的两个乙烯基部分之间的分子内相互作用产生的。
• Photooxygenation of 1,.omega.-Bis(diarylethenyl)alkanes via Photoinduced Electron-Transfer: Formation of 1,4-Radical Cations and Their Trapping by Molecular Dioxygen
  作者：Kazuhiko Mizuno、Toshiyuki Tamai、Isao Hashida、Yoshio Otsuji、Yasunao Kuriyama、Katsumi Tokumaru

  DOI：10.1021/jo00103a025

  日期：1994.12

  The 9,10-dicyanoanthracene (DCA)-sensitized photooxygenation of 1,omega-bis(diarylethenyl)alkanes (Ar2C=CH(CH2)(n)CH=CAr2) was studied. The photooxygenation of the alkadienes in acetonitrile afforded bicyclic peroxides when Ar = 4-CH3OC6H4, n = 3 and 4. When Ar = 4-CH3OC6H4, n = 2, 5, 8 or Ar = C6H5, n = 3, the photooxygenation did not afford bicyclic peroxides, but gave diaryl ketones. Laser flash photolysis studies indicated that the photooxygenation is initiated by a one-electron transfer from the alkadienes to (1)DCA* and proceeds via 1,4-radical cations that are generated by an intramolecular cyclization between an ethenyl moiety and a radical cation of another ethenyl moiety.