1,1,3,5,5-pentaphenyl-1,4-pentadiene | 6240-48-8

• 分子结构分类: 有机化合物 - 木脂素、新木脂素和相关化合物
• 英文名称: 1,1,3,5,5-pentaphenyl-1,4-pentadiene
• 英文别名: penta-1,4-diene-1,1,3,5,5-pentaylpentabenzene；1,1,5,5-Tetraphenylpenta-1,4-dien-3-ylbenzene
• CAS: 6240-48-8
• 化学式: C₃₅H₂₈
• 分子量: 448.607
• InChiKey: QBBZAVHHRWGOMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.4
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.03
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  乙醚 、 1,1,3,5,5-pentaphenyl-1,4-pentadiene 、 cumyl potassium 生成 1-(2,2-diphenyl-vinyl)-1,3,3-triphenyl-allyl potassium
  参考文献：
  名称：

  Wittig; Kosack, Justus Liebigs Annalen der Chemie, 1937, vol. 529, p. 167,184

  摘要：

  DOI：
• 作为产物：
  描述：

  1,1,3,5,5-pentaphenyl-pentane-1,5-diol 在 溶剂黄146 作用下， 生成 1,1,3,5,5-pentaphenyl-1,4-pentadiene
  参考文献：
  名称：

  Wittig; Kosack, Justus Liebigs Annalen der Chemie, 1937, vol. 529, p. 167,184

  摘要：

  DOI：

文献信息

• Brønsted Acid Ionic Liquid as a Solvent-Conserving Catalyst for Organic Reactions
  作者：Amir Taheri、Xiaojuan Pan、Changhui Liu、Yanlong Gu

  DOI：10.1002/cssc.201402220

  日期：2014.8

  sulfonyl‐containing ammonium‐based Brønsted acid ionic liquid was prepared and used as a liquid heterogeneous catalyst for organic reactions. The unique macroscopic phase heterogeneity of the IL in the reaction system not only ensures an excellent catalytic activity of the IL catalyst but also avoids the use of organic reaction solvents. The catalyst system is applicable for a wide range of reactions.

  制备了含磺酰基的铵基布朗斯台德酸离子液体，并将其用作有机反应的液体多相催化剂。IL在反应体系中独特的宏观相异质性不仅确保了IL催化剂的出色催化活性，而且避免了使用有机反应溶剂。催化剂体系适用于多种反应。
• Facile synthesis of densely substituted chroman derivatives through Brønsted acid ionic liquid catalyzed three-component reactions of aromatic aldehydes, 1,1-diarylethylenes and nucleophiles
  作者：Amir Taheri、Bingbing Lai、Jing Yang、Juan Zhang、Yanlong Gu

  DOI：10.1016/j.tet.2015.11.049

  日期：2016.1

  densely substituted chroman derivatives were synthesized through hitherto unreported three-component reactions of aromatic aldehydes, 1,1-diarylethylenes and nucleophiles. The representative reactions involve (i) condensation of benzaldehyde, 2-naphthol and 1,1-diphenylethylene and (ii) selective assembly of salicylaldehyde, indole and 1,1-diphenylethylene. The reactions were performed under solvent-free

  通过使用含砜的布朗斯台德酸离子液体作为催化剂，通过迄今未报道的芳族醛，1,1-二芳基乙烯和亲核试剂的三组分反应合成了各种稠密取代的苯并二氢吡喃衍生物。代表性反应包括（i）苯甲醛，2-萘酚和1，1-二苯基乙烯的缩合和（ii）水杨醛，吲哚和1，1-二苯基乙烯的选择性组装。反应在无溶剂条件下进行，唯一的副产物是水。布朗斯台德酸性离子液体可以回收再利用，而不会显着降低其活性。
• TMSOTf-mediated synthesis of skipped dienes through the addition of olefins to imines and semicyclic <i>N</i>,<i>O</i>-acetals
  作者：Yi-Man Feng、Xiao-Di Nie、Jian-Ting Sun、Wen-Ke Xu、Bang-Guo Wei

  DOI：10.1039/d1ob01370j

  日期：——

  novel approach to skipped dienes has been developed through the TMSOTf-mediated one-pot addition–substitution of olefins 2a, 2f and 2g with imines 1a–1g, and a series of aryl substituted skipped dienes 3aa–3gf were accordingly obtained in 62%–94% yields. Moreover, semicyclic N,O-acetals 5 and 7 could also undergo this transformation to produce the corresponding skipped dienes 6aa and 6af–6al and 8ba

  通过 TMSOTf 介导的烯烃2a、2f和2g与亚胺1a-1g的一锅加成取代，开发了一种跳过二烯的新方法，并相应地获得了 62%的一系列芳基取代的跳过二烯3aa-3gf –94% 的产量。此外，半环N、O-缩醛5和7也可以进行这种转变，以中等至良好的产率产生相应的跳过二烯6aa和6af- 6al以及8ba和8bf-8bk。
• Catalytic cross deoxygenative and dehydrogenative coupling of aldehydes and alkenes: a redox-neutral process to produce skipped dienes
  作者：Bo Qian、Guoying Zhang、Yongzheng Ding、Hanmin Huang

  DOI：10.1039/c3cc45428b

  日期：——

  A novel catalytic cross deoxygenative and dehydrogenative coupling reaction of aldehydes and alkenes was established via a cooperative catalysis approach. This transformation provided an efficient and atom-economic protocol for the synthesis of 1,4-skipped dienes from aldehydes and simple alkenes under oxidant-free reaction conditions.

  通过协同催化方法建立了醛和烯烃的新型催化交叉脱氧和脱氢偶联反应。这种转变为从醛和简单烯烃在无氧化剂的反应条件下合成1,4烷基二烯提供了有效且原子经济的方案。
• Some alleged cyclobutane derivatives
  作者：D. W. Jones

  DOI：10.1039/j39660001026

  日期：——

  3-triphenylprop-2-en-1-ol is shown to be 1,3-diphenyl-2-(1,3,3-triphenylprop-2-enyl)indene, and not a cyclobutane derivative as has been proposed. Condensation of benzaldehyde with 1,1-diphenylethylene gives either 1,1,3,5,5-pentaphenylpenta-1,4-diene or the above-mentioned indene, and not a cyclobutane derivative as previously proposed.

  通过1,1,3-三苯基丙-2-烯-1-醇的酸催化脱水反应生成的C 42 H 32烃显示为1,3-二苯基-2-（1,3,3-三苯基丙-2 -烯基）茚，而不是已经提出的环丁烷衍生物。苯甲醛与1，1-二苯乙烯的缩合得到1，1，3，5，5-五苯基戊-1，4-二烯或上述的茚，而不是先前提出的环丁烷衍生物。