2,6-Bis(4-methoxyphenyl)-1,6-heptadiene | 157367-54-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 2,6-Bis(4-methoxyphenyl)-1,6-heptadiene
• 英文别名: 2,6-di(4-methoxyphenyl)-1,6-heptadiene；1,6-Heptadiene, 2,6-bis(4-methoxyphenyl)-；1-methoxy-4-[6-(4-methoxyphenyl)hepta-1,6-dien-2-yl]benzene
• CAS: 157367-54-9
• 化学式: C₂₁H₂₄O₂
• 分子量: 308.42
• InChiKey: IUTMMJRGQZTYNX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-Bis(4-methoxyphenyl)-1,6-heptadiene 在 氧气 作用下， 生成 1,5-Bis(4-methoxyphenyl)-6,7-dioxabicyclo<3.2.2>nonane
  参考文献：
  名称：

  基于机制的简单，对称，易于制备的有效抗疟原过氧化物的设计

  摘要：

  基于机理的设计，两步合成和体外抗疟测试表明，热稳定的结晶双环内过氧化物2a和2b是有效的抗疟药。其通过FeBr还原2个前进通过氧基团，然后碳自由基经历β-断裂以形成烯烃和高价FeO物种。

  DOI：

  10.1016/0040-4039(95)02329-1
• 作为产物：
  描述：

  戊二酰基二氯 在 正丁基锂 、 三氯化铝 作用下， 以 乙醚 、 正己烷 、 二氯甲烷 为溶剂， 反应 4.0h， 生成 2,6-Bis(4-methoxyphenyl)-1,6-heptadiene
  参考文献：
  名称：

  Griesbeck, Axel G.; Sadlek, Oliver; Polborn, Kurt, Liebigs Annalen, 1996, # 4, p. 545 - 549

  摘要：

  DOI：

文献信息

• Visible Light Photocatalysis of [2+2] Styrene Cycloadditions by Energy Transfer
  作者：Zhan Lu、Tehshik P. Yoon

  DOI：10.1002/anie.201204835

  日期：2012.10.8

  Hip to be square: Styrenes participate in [2+2] cycloadditions upon irradiation with visible light in the presence of an iridium(III) polypyridyl complex. In contrast to previous reports of visible light photoredox catalysis, the mechanism of this process involves photosensitization by energy transfer and not electron transfer.

  髋关节呈方形：在铱(III)聚吡啶络合物存在下，苯乙烯在可见光照射下参与[2+2]环加成反应。与之前报道的可见光光氧化还原催化相反，该过程的机制涉及通过能量转移而不是电子转移进行光敏化。
• Mechanism-based design of simple, symmetrical, easily prepared, potent antimalarial endoperoxides
  作者：Gary H. Posner、Dasong Wang、Lluïsa González、Xueliang Tao、Jared N. Cumming、Donna Klinedinst、Theresa A. Shapiro

  DOI：10.1016/0040-4039(95)02329-1

  日期：1996.2

  Mechanism-based design, two-step synthesis, and in vitro antimalarial testing showed thermally stable, crystalline, bicyclic endoperoxides 2a and 2b to be potent antimalarials. Their reduction by FeBr2 proceeds via oxy-radicals and then carbon radicals that undergo β-scission to form an alkene and a high-valent FeO species.

  基于机理的设计，两步合成和体外抗疟测试表明，热稳定的结晶双环内过氧化物2a和2b是有效的抗疟药。其通过FeBr还原2个前进通过氧基团，然后碳自由基经历β-断裂以形成烯烃和高价FeO物种。
• Electron-transfer induced intramolecular [2 + 2] cyloaddition of 2,6-diarylhepta-1,6-dienes
  作者：Yasutake Takahashi、Osamu Okitsu、Masatoshi Ando、Tsutomu Miyashi

  DOI：10.1016/s0040-4039(00)76711-6

  日期：1994.6

  Intramolecular [2 + 2] cycloaddition of 2,6-diaryl-1.6-heptadienes 1a-c to bicycloheptanes 2 can be induced by electron-transfer photosensitization with 9,10-dicyanoanthracene. A stepwise mechanism involving cyclic 1,4-cation radical 3 has been proposed based on the trapping experiments.
• Griesbeck, Axel G.; Sadlek, Oliver; Polborn, Kurt, Liebigs Annalen, 1996, # 4, p. 545 - 549
  作者：Griesbeck, Axel G.、Sadlek, Oliver、Polborn, Kurt

  DOI：——

  日期：——
• Synthesis, Fe(II)-induced degradation, and antimalarial activities of 1,5-diaryl-6,7-dioxabicyclo[3.2.2]nonanes: direct evidence for nucleophilic O-1,2-aryl shifts
  作者：Masaki Kamata、Motoko Ohta、Ken-ichi Komatsu、Hye-Sook Kim、Yusuke Wataya

  DOI：10.1016/s0040-4039(02)00166-1

  日期：2002.3

  1,5-Diaryt-6.7-dioxabicyclo[3.2.2]nonanes 1a-d (1a: Ar=p-FC6H4, 1b: Ar=Ph. 1e: Ar=p-MeC6H4. 1d: Ar=pMeOC(6)H(4)) were prepared by a modified method of photo-electron transfer oxygenation. and the reactions of 1 with FeBr2 were investigated under various conditions. The Fe(Il)-induced degradation of 1 afforded various rearrangement products and fragmentation products through competitive single electron transfer (SET) and Lewis acid pathways. Direct evidence for the O-1,2-aryl shift was obtained by the isolation of rearrangement products. 1-aryloxy-5-aryl-8-oxabicyclo[3.2.1]octanes 8. The degradation mechanism was proposed and the in vitro antimalarial activities were also evaluated. (C) 2002 Elsevier Science Ltd. All rights reserved.