cis-4-Methoxy-4'-methyl-stilben | 17555-94-1

• 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: cis-4-Methoxy-4'-methyl-stilben
• 英文别名: 1-methoxy-4-[(Z)-2-(4-methylphenyl)ethenyl]benzene
• CAS: 17555-94-1
• 化学式: C₁₆H₁₆O
• 分子量: 224.302
• InChiKey: UKUIMCCHHQZISK-FPLPWBNLSA-N

物化性质

• 沸点：
  358.3±22.0 °C(Predicted)
• 密度：
  1.053±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  cis-4-Methoxy-4'-methyl-stilben 在 硫酸 作用下， 以 乙醇 为溶剂， 生成 (E)-4'-methoxy-4-methylstilbene
  参考文献：
  名称：

  The kinetics and mechanism of the acid-catalyzed isomerization of cis-stilbene

  摘要：

  DOI：

  10.1021/ja01019a021
• 作为产物：
  描述：

  对甲基苯乙酸 在 哌啶 、 copper oxide-chromium oxide 作用下， 生成 cis-4-Methoxy-4'-methyl-stilben
  参考文献：
  名称：

  The cis-Oxidation of Olefins to Glycol Monobenzoates with Perbenzoic Acid.¹ Evidence of Epoxide Ring Opening with Retention of Configuration

  摘要：

  DOI：

  10.1021/ja01597a055

文献信息

• Nickel-Catalyzed System for the Cross-Coupling of Alkenyl Methyl Ethers with Grignard Reagents under Mild Conditions
  作者：Thomas Hostier、Zeina Neouchy、Vincent Ferey、Domingo Gomez Pardo、Janine Cossy

  DOI：10.1021/acs.orglett.8b00313

  日期：2018.4.6

  A nickel-catalyzed cross-coupling of alkenyl methyl ethers with Grignard reagents, under mild conditions, is described. These conditions allowed access to various stilbenes and heterocyclic stilbenic derivatives as well as to a potential anticancer agent DMU-212.

  描述了在温和条件下镍催化的链烯基甲基醚与格利雅试剂的交叉偶联。这些条件允许获得各种斯蒂芬烯和杂环斯蒂芬烯衍生物以及潜在的抗癌剂DMU-212。
• Lithium hydroxide as base in the Wittig reaction. A simple method for olefin synthesis
  作者：R. Antonioletti、F. Bonadies、A. Ciammaichella、A. Viglianti

  DOI：10.1016/j.tet.2008.02.091

  日期：2008.5

  A mild and practical procedure for the Wittig olefination, promoted by lithium hydroxide and triphenylbenzyl phosphonium bromide, has been set up for the synthesis of stilbenes and styrenes. The experimental conditions allow aromatic, heteroaromatic, unsaturated and saturated aliphatic aldehydes to give final products in good yields.

  已经建立了由氢氧化锂和三苯基苄基溴化promote促进的Wittig烯烃化反应的温和且实用的方法，用于合成对苯二酚和苯乙烯。实验条件允许芳族，杂芳族，不饱和和饱和脂族醛以高收率得到最终产物。
• Pd(<scp>ii</scp>) complexes with amide-based macrocycles: syntheses, properties and applications in cross-coupling reactions
  作者：Sushil Kumar、Rajeev Ranjan Jha、Sunil Yadav、Rajeev Gupta

  DOI：10.1039/c4nj01300j

  日期：——

  Square-planar Pd²⁺ complexes of macrocyclic ligands carrying electronic substituents are synthesized and characterized. These well-characterized complexes have been used in the Suzuki and Heck cross-coupling reactions.

  使用带有电子取代基的大环配体的方平面Pd²⁺配合物已经被合成和表征。这些经过良好表征的配合物已经在Suzuki和Heck交叉偶联反应中被使用。
• Fe-Catalyzed Cross-Coupling Reaction of Vinylic Ethers with Aryl Grignard Reagents
  作者：Takanori Iwasaki、Ryo Akimoto、Hitoshi Kuniyasu、Nobuaki Kambe

  DOI：10.1002/asia.201600972

  日期：2016.10.20

  Iron‐catalyzed cross‐coupling reaction of vinylic ethers with aryl Grignard reagents is described. The reaction proceeded at room temperature with catalytic amounts of an iron salt without the aid of costly ligands and additives. In this catalytic system, vinylic C−O bonds were preferentially cleaved over aromatic C−O bonds of aryl ethers or aryl sulfonates.

  描述了乙烯基醚与芳基格氏试剂的铁催化交叉偶联反应。反应在室温下用催化量的铁盐进行，无需昂贵的配体和添加剂。在该催化体系中，乙烯基C-O键优先于芳基醚或芳基磺酸盐的芳族C-O键断裂。
• PVC-NHC-Pd(0): An efficient and reusable heterogeneous catalyst for highly cis-selective semihydrogenation of alkynes using formic acid as hydrogen source
  作者：Waner Zheng、Yuemin Zhou、Yiqun Li

  DOI：10.1016/j.inoche.2021.109014

  日期：2021.12

  PVC-NHC-Pd(0) catalyst was prepared and exerted to highly cis-selective semihydrogenation of diarylacetylene using formic acid as hydrogen source under mild condition. The as-prepared catalyst was well characterized by various techniques such as FT-IR, 1H NMR, XRD, SEM, EDX, TEM, XPS, and TGA. The catalyst can be easily recovered and recycled without loss of its activity and selectivity owing to the

  制备了PVC-NHC-Pd(0)催化剂,在温和条件下,以甲酸为氢源,实现了二芳基乙炔的高顺式选择性半氢化反应。所制备的催化剂通过各种技术如 FT-IR、1 H NMR、XRD、SEM、EDX、TEM、XPS 和 TGA进行了很好的表征。由于 Pd(0) 与聚合 NHC 配体之间的金属-配体相互作用，该催化剂可以很容易地回收和再循环而不会损失其活性和选择性。该方案是经典 Lindlar 氢化的一种有吸引力的替代方案。