(E)-1-butyl-4-(4-methoxystyryl)benzene | 38444-43-8

• 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-butyl-4-(4-methoxystyryl)benzene
• 英文别名: trans-4-butyl-4′-methoxystilbene；trans-4-n-Butyl-4'-methoxystilben；p-n-Butyl-p'-methoxy-trans-stilben；1-butyl-4-[(E)-2-(4-methoxyphenyl)ethenyl]benzene
• CAS: 38444-43-8
• 化学式: C₁₉H₂₂O
• 分子量: 266.383
• InChiKey: HVZOEOKUBRBTTR-ZHACJKMWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-N-丁基苯甲醛 生成 (E)-1-butyl-4-(4-methoxystyryl)benzene
  参考文献：
  名称：

  Central linkage influence upon mesomorphic and electrooptical behavior of diaryl nematics. General proton magnetic resonance method employing a lanthanide shift reagent for analysis of isomeric azoxybenzenes

  摘要：

  DOI：

  10.1021/ja00759a011

文献信息

• Stereospecific Iron-Catalyzed Carbon (sp²)–Carbon (sp²) Cross-Coupling of Aryllithium with Vinyl Halides
  作者：Peng Chen、Zhi-Yong Wang、Xiao-Shui Peng、Henry N.C. Wong

  DOI：10.1021/acs.orglett.1c01318

  日期：2021.6.4

  We present herein an efficient synthetic protocol involving iron-catalyzed cross-coupling of organolithium compounds with vinyl halides as key coupling partners. More than 30 examples were obtained with moderate to good yields and high stereoselectivities. The practicality of this method is evidenced by a gram-scale synthesis. In addition, a preliminary mechanistic investigation was also performed

  我们在此提出了一种有效的合成方案，涉及有机锂化合物与乙烯基卤化物作为关键偶联伙伴的铁催化交叉偶联。获得了 30 多个具有中等至良好产率和高立体选择性的实例。克级合成证明了该方法的实用性。此外，还进行了初步的机械调查。
• General and Chemoselective Copper Oxide Catalysts for Hydrogenation Reactions
  作者：Wu Li、Xinjiang Cui、Kathrin Junge、Annette-Enrica Surkus、Carsten Kreyenschulte、Stephan Bartling、Matthias Beller

  DOI：10.1021/acscatal.8b04807

  日期：2019.5.3

  Copper oxide catalysts have been prepared by pyrolysis of copper acetate on aluminum oxide. The material resulting from pyrolysis at 800 °C allows for catalytic hydrogenations at low temperature of a variety of unsaturated compounds such as quinolines, alkynes, ketones, imines, and polycyclic aromatic hydrocarbons as well as nitroarenes with good activity and selectivity.

  通过在氧化铝上热解乙酸铜制备了氧化铜催化剂。800℃下热解产生的材料可以在低温下催化氢化各种不饱和化合物，例如喹啉，炔烃，酮，亚胺和多环芳烃以及具有良好活性和选择性的硝基芳烃。
• Selective Semihydrogenation of Alkynes with N-Graphitic-Modified Cobalt Nanoparticles Supported on Silica
  作者：Feng Chen、Carsten Kreyenschulte、Jörg Radnik、Henrik Lund、Annette-Enrica Surkus、Kathrin Junge、Matthias Beller

  DOI：10.1021/acscatal.6b03140

  日期：2017.3.3

  N-graphitic-modified cobalt nanoparticles (Co/[email protected]2-800) are shown to be active in the semihydrogenation of alkynes to alkenes. Key to success for efficient catalysis is both the modification of the metal nanoparticles by nitrogen-doped graphitic layers and the use of silica as support. Several internal alkynes are converted to the Z isomer in high yields with up to 93% selectivity. In addition, a

  N-石墨改性的钴纳米颗粒（Co / [受电子邮件保护] 2 -800）首次显示出在炔烃半氢化为烯烃的过程中具有活性。有效催化成功的关键是通过掺杂氮的石墨层对金属纳米颗粒的改性以及使用二氧化硅作为载体。几种内部炔烃以高达93％的选择性高产率转化为Z异构体。此外，各种末端炔烃，包括敏感的官能化化合物，都易于转化为末端烯烃。值得注意的是，这种非贵金属催化剂允许在过量烯烃的存在下通过相应的炔烃的选择性氢化来纯化烯烃。
• Group 4 Metallocene Difluoride/Palladium Bimetallic Catalysts for the Reductive Cross-Coupling of Alkynes with Aryl Iodides and Bromides
  作者：Keita Takahashi、Hiromitsu Morishita、Yohei Ogiwara、Norio Sakai

  DOI：10.1021/acs.joc.8b02055

  日期：2018.11.16

  the selective synthesis of (E)-alkenes via the reductive cross-coupling of alkynes and aryl halides using a bimetallic catalyst system composed of a group 4 metallocene difluoride (Cp2[M]F2; [M] = Hf or Zr; Cp = cyclopentadienide) and palladium dichloride. This reaction proceeds via a coupling between an aryl halide and an in situ generated alkenyl metallocene intermediate derived from the group 4 metallocene

  一种新颖的协议已被开发用于（选择性合成ë经由） -烯烃的还原性交叉耦合使用一组4的金属茂二氟组成（CP的双金属催化剂体系，炔烃和芳基卤化物的2 [M F的2 ; [M ] ＝ Hf或Zr； CP ＝环戊二烯）和二氯化钯。该反应通过芳基卤化物与衍生自第4族茂金属二氟化物，氢化硅烷和炔烃的原位生成的烯基茂金属中间体之间的偶联进行。对于催化还原偶联，需要向反应体系中添加氟化钠（NaF）。此外，在存在NaF的情况下，通过核磁共振光谱在ha茂二碘化物（CP 2HfI 2）得到ha氟化物（CP 2 HfF 2）。
• Heck Couplings at Room Temperature in Nanometer Aqueous Micelles
  作者：Bruce H. Lipshutz、Benjamin R. Taft

  DOI：10.1021/ol702755g

  日期：2008.4.1

  or the vitamin E-based PTS, both of which form nanomicelles in water, promotes Heck cross-couplings of non-water-soluble partners at ambient temperatures. These are the first examples of Heck reactions conducted in water (as the only solvent) at room temperature.

  非离子两亲物（例如Triton X-100或基于维生素E的PTS）在水中均会形成纳米胶束，在环境温度下会促进非水溶性伴侣的Heck交叉偶联。这些是室温下在水（作为唯一的溶剂）中进行的Heck反应的第一个例子。