(3-(p-tolyl)but-1-ene-1,1-diyl)dibenzene | 654066-10-1

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (3-(p-tolyl)but-1-ene-1,1-diyl)dibenzene
• 英文别名: 3-(4'-tolyl)-1,1-diphenyl-1-butene；1-(4,4-Diphenylbut-3-en-2-yl)-4-methylbenzene
• CAS: 654066-10-1
• 化学式: C₂₃H₂₂
• 分子量: 298.428
• InChiKey: VEKXFCOFOVNJMJ-UHFFFAOYSA-N

物化性质

• 熔点：
  81-83 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• 沸点：
  413.4±35.0 °C(Predicted)
• 密度：
  1.025±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  1,1-二苯乙烯 、 1-(4-甲基苯基)乙基氯 在 air 作用下， 以 neat (no solvent) 为溶剂， 以98 %的产率得到(3-(p-tolyl)but-1-ene-1,1-diyl)dibenzene
  参考文献：
  名称：

  烯烃的无溶剂、无催化剂直接烷基化

  摘要：

  成功实现了在无溶剂、无催化剂条件下通过烯烃直接烷基化合成含芳基三取代烯烃的简便方法。发现不存在溶剂对于启动该序列至关重要。此外，该协议因其废物产生最少且操作简单而脱颖而出。自由基捕获实验为离子反应机制提供了证据。

  DOI：

  10.1039/d3gc02685j

文献信息

• Chemo- and regioselective head-to-tail heterodimerization of vinylarenes with 1,1-diphenylethene over a heterogeneous catalyst (Snβ zeolite)
  作者：Naresh Mameda、Swamy Peraka、Srujana Kodumuri、Durgaiah Chevella、Mahender Reddy Marri、Hari Padmasri Aytam、Narender Nama

  DOI：10.1039/c5ra24948a

  日期：——

  In the presence of Snβ zeolite, vinylarenes undergo the highly chemo- and regioselective head-to-tail heterodimerization with 1,1-diphenylethene to form the corresponding alkenes in good to excellent yields. The scope of the reaction was explored by various vinylarenes with 1,1-diphenylethene. However, the substrates with strong electron-withdrawing groups failed to react with 1,1-diphenylethene under

  在Snβ沸石的存在下，乙烯基芳烃与1,1-二苯乙烯进行高度化学和区域选择性的头对尾杂二聚，形成相应的烯烃，收率良好至极佳。通过各种乙烯基芳烃与1，1-二苯基乙烯来探索反应的范围。然而，在当前的催化条件下，具有强吸电子基团的底物不能与1，1-二苯乙烯反应。此外，Snβ沸石是可回收的，可以重复使用而不会显着降低其催化活性。
• In(OTf)3-Catalyzed Highly Chemo- and Regioselective Head-to-Tail Heterodimerization of Vinylarenes with 1,1-Diarylethenes
  作者：Jing Dai、Jinlong Wu、Guanglian Zhao、Wei-Min Dai

  DOI：10.1002/chem.201101190

  日期：2011.7.18

  olefinic CH bond in 1,1‐diarylethenes selectively adds to the CC double bond of substituted styrenes in a head‐to‐tail fashion under In(OTf)3 (OTf=triflate) catalysis (see scheme) while homo‐ and cyclodimerization reactions are suppressed. The high chemo‐ and regioselectivity of this intermolecular hydroalkenylation originates from the high stability and steric bulk of the diaryl‐substituted tertiary carbocation

  杂交组合：烯属Ç 在1,1-二芳基乙烯H键选择性地增加以头对尾的方式取代的苯乙烯的下在CC双键（OTF）3（OTF =三氟甲磺酸酯）催化（参见方案），同时抑制均二和环二聚反应。这种分子间氢烯基化反应的高化学选择性和区域选择性源自二芳基取代的叔碳正离子中间体的高稳定性和空间体积。
• Iron-Catalyzed Stereospecific Olefin Synthesis by Direct Coupling of Alcohols and Alkenes with Alcohols
  作者：Zhong-Quan Liu、Yuexia Zhang、Lixing Zhao、Zejiang Li、Jiantao Wang、Huajie Li、Long-Min Wu

  DOI：10.1021/ol200372y

  日期：2011.5.6

  An efficient Fe(III)-catalyzed direct coupling of alkenes with alcohols and cross-coupling of alcohols with alcohols to give the corresponding substituted (E)-alkenes stereospecifically is demonstrated. Additionally, this reaction could be scaled up. The kinetic isotope effect (KIE) experiments indicated a typical secondary isotope effect in this process. Although benzylic alcohols were effective substrates, mild conditions, atom efficiency, environmental soundness, and stereospecificity are features that make this procedure very attractive.
• Dehydrative Coupling of 1,1-Diarylalkenes and Cyclohexa-2,5-diene-1-carbaldehyde Derivatives Induced by a B(C₆F₅)₃-Initiated [1,2]-Alkyl Migration
  作者：Kaixue Xie、Sebastian Kemper、Martin Oestreich

  DOI：10.1021/acs.joc.3c00966

  日期：2023.7.21