(E)-(1-(4-chlorophenyl)ethene-1,2-diyl)dibenzene | 84224-88-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: (E)-(1-(4-chlorophenyl)ethene-1,2-diyl)dibenzene
• 英文别名: 1-chloro-4-[(E)-1,2-diphenylethenyl]benzene
• CAS: 84224-88-4
• 化学式: C₂₀H₁₅Cl
• 分子量: 290.792
• InChiKey: PPRWZQWEXASZAT-HMMYKYKNSA-N

物化性质

• 熔点：
  89-90 °C
• 沸点：
  389.8±11.0 °C(Predicted)
• 密度：
  1.158±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-(4-chlorophenyl)-1,2-diphenylethanol 在 乙醚 、 溴 、 溶剂黄146 、 Petroleum ether 、 苯 作用下， 生成 (E)-(1-(4-chlorophenyl)ethene-1,2-diyl)dibenzene
  参考文献：
  名称：

  The Preparation of Stereoisomeric Alkenyl Lithium Compounds

  摘要：

  DOI：

  10.1021/ja01150a081

文献信息

• Geometry-Constrained Iminopyridyl Palladium-Catalyzed Hydroarylation of Alkynes to Prepare Tri-substituted Alkenes Using Alcohol as Reductant
  作者：Ke Wu、Nan Sun、Baoxiang Hu、Zhenlu Shen、Liqun Jin、Xinquan Hu

  DOI：10.1002/adsc.201800423

  日期：2018.8.17

  straightforward method to prepare tri‐substituted alkenes through palladium‐catalyzed hydroarylation of alkynes with aryl bromides. Diarylacetylenes and alkyl(aryl)acetylenes could be well hydroarylated with various aryl bromides in moderate to excellent yields. Mechanistic studies suggested that alcohol was the reductant to provide hydride through β‐H elimination. Gram scale reaction further demonstrated

  我们开发了一种有效且直接的方法，通过钯与芳基溴化物催化炔烃的加氢芳基化反应来制备三取代烯烃。二芳基乙炔和烷基（芳基）乙炔可以用各种芳基溴化物以中等至极好的收率很好地进行氢芳基化。机理研究表明，酒精是通过消除β-H来提供氢化物的还原剂。革兰氏反应进一步证明了新开发策略的实用性和有效性。
• Palladium-catalyzed double arylations of terminal olefins in acetic acid
  作者：Daichao Xu、Chunxin Lu、Wanzhi Chen

  DOI：10.1016/j.tet.2011.12.017

  日期：2012.2

  A palladium-catalyzed Heck diarylation of terminal olefins under ligand-free conditions in acetic acid is described. This procedure allows double arylation of terminal olefins affording trisubstituted olefins in good to excellent yields. The methodology is applicable to the coupling of both electron-deficient and electron-rich aryl iodides leading to symmetrical and unsymmetrical β,β-diarylated alkenes

  描述了在无配体条件下在乙酸中钯催化的末端烯烃的Heck二芳基化。该方法允许末端烯烃进行双芳基化，从而以良好至优异的产率提供三取代的烯烃。该方法适用于缺电子和富电子的芳基碘化物的偶合，从而导致对称和不对称的β，β-二芳基化烯烃。
• Rhodium(I)-Catalyzed Carbonylative Arylation of Alkynes with Arylboronic Acids Using Formaldehyde as a Carbonyl Source
  作者：Tsumoru Morimoto、Chuang Wang、Hiroyuki Kanashiro、Hiroki Tanimoto、Yasuhiro Nishiyama、Kiyomi Kakiuchi、Levent Artok

  DOI：10.1055/s-0033-1341046

  日期：——

  The rhodium(I)-catalyzed reaction of alkynes with arylboronic acids in the presence of formaldehyde resulted in a carbon monoxide gas-free carbonylative arylation to yield α,β-enones. The simultaneous loading of phosphine-ligated and phosphine-free rhodium(I) complexes is required for efficient catalysis, which catalyze the abstraction of a carbonyl moiety from formaldehyde (decarbonylation) and its

  在甲醛存在下，炔烃与芳基硼酸的铑 (I) 催化反应导致无一氧化碳气体的羰基化芳基化反应生成 α,β-烯酮。高效催化需要同时加载连接膦和不含膦的铑 (I) 配合物，分别催化从甲醛中提取羰基部分（脱羰），然后将其引入底物（羰基化）。
• A Simple, Multidimensional Approach to High-Throughput Discovery of Catalytic Reactions
  作者：Daniel W. Robbins、John F. Hartwig

  DOI：10.1126/science.1207922

  日期：2011.9.9

  A screening technique based on simple mass spectrometry measurements uncovers catalysts for organic coupling reactions.

  一种基于简单质谱测量的筛选技术揭示了有机偶联反应的催化剂。
• Employing Water as the Hydride Source in Synthesis: A Case Study of Diboron Mediated Alkyne Hydroarylation
  作者：Santhosh Rao、M. Nibin Joy、Kandikere Ramaiah Prabhu

  DOI：10.1021/acs.joc.8b01965

  日期：2018.11.16

  We present an approach to utilize water as the hydride source via Pd(II)/Pd(0) catalysis. As a case study, we have achieved a diboron mediated Pd(II)-catalyzed hydroarylation of alkynes using arylboronic acids. This approach not only complements conventional reactivity of Pd via Pd(0)/Pd(II) cycle for the hydroarylation but also utilizes water as the hydride source. We believe this would particularly

  我们提出一种通过Pd（II）/ Pd（0）催化利用水作为氢化物来源的方法。作为一个案例研究，我们已经实现了使用芳基硼酸的二硼介导的Pd（II）催化炔烃的氢芳基化反应。该方法不仅通过Pd（0）/ Pd（II）循环对Pd的常规反应性进行了补充，还可以利用水作为氢化物源。我们认为，这对于利用水作为试剂特别有益。