1,3-diphenyl-1-(4-methoxyphenyl)prop-2-ene | 1143572-90-0

• 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: 1,3-diphenyl-1-(4-methoxyphenyl)prop-2-ene
• 英文别名: 1-(1,3-diphenylprop-2-enyl)-4-methoxybenzene
• CAS: 1143572-90-0
• 化学式: C₂₂H₂₀O
• 分子量: 300.4
• InChiKey: ZIKHMPKUQXTJID-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.09
• 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：

  苯乙烯 、 4-甲氧基二苯甲醇 在 1-甲基吡咯烷-2-酮硫酸盐 作用下， 以 neat (no solvent) 为溶剂， 反应 6.0h， 以89%的产率得到1,3-diphenyl-1-(4-methoxyphenyl)prop-2-ene
  参考文献：
  名称：

  Greener approach for the synthesis of substituted alkenes by direct coupling of alcohols with styrenes using recyclable Bronsted acidic [NMP]⁺HSO₄⁻ ionic liquid

  摘要：

  已开发出一种绿色协议，用于利用可回收的[NMP]⁺HSO₄⁻离子液体催化剂从醇和苯乙烯合成取代烯烃，具有更高的原子效率。

  DOI：

  10.1039/c4ra01324g

文献信息

• Synthesis of internal olefins by direct coupling of alcohols and olefins over Moβ zeolite
  作者：Durgaiah Chevella、Arun Kumar Macharla、Srujana Kodumuri、Rammurthy Banothu、Krishna Sai Gajula、Vasu Amrutham、Grigor'eva Nellya Gennadievna、Narender Nama

  DOI：10.1016/j.catcom.2019.01.027

  日期：2019.4

  An efficient and novel Moβ zeolite catalyzed sp2-sp3 CC bond development reaction over the direct coupling of alcohols and alkenes has been performed in solvent free environment. The current method gives an attractive access to a wide variety of polysubstituted alkenes in good to excellent yields. The Moβ zeolite was effectively reused for up to 5 successive cycles.

  在无溶剂的环境中，进行了一种有效且新颖的Moβ沸石在醇和烯烃的直接偶联反应中催化的sp 2 -sp 3 C C键发展反应。当前的方法以良好至极好的收率吸引了多种多样的多取代烯烃。Moβ沸石可有效重复使用多达5个连续循环。
• Silver catalyzed substitution of allylic and benzylic alcohols having unactivated hydroxy groups
  作者：Hossein Barzegar、Clayton P. Donald、Andrew Isho、Po-Kai Peng、Jeremy A. May

  DOI：10.1016/j.tetlet.2023.154572

  日期：2023.7

  The catalytic Friedel-Crafts substitution of allylic and benzylic alcohols having free hydroxy groups was regioselectively catalyzed by cationic Ag(I) salts. No precautions to exclude moisture or atmosphere were necessary, making the reaction highly robust and facile. Substitution of allylic alcohols with electron rich aromatic nucleophiles favored products with alkenes conjugated to aromatic substituents

  具有游离羟基的烯丙醇和苄醇的催化 Friedel-Crafts 取代被阳离子 Ag(I) 盐区域选择性催化。不需要采取任何措施来排除水分或大气，从而使反应非常稳健和容易。用富含电子的芳香族亲核试剂取代烯丙醇有利于烯烃与芳香族取代基共轭的产物。苄基取代受醇芳基电子学的影响，而烯丙基取代则不受此影响。使用溴吲哚亲核试剂可以正式全合成棘磺酸 D，其中倒数第二个合成中间体的合成只需之前所需步骤的一半。
• Boron-catalysed transition-metal-free arylation and alkenylation of allylic alcohols with boronic acids
  作者：Sixian Lu、Xingyu Chen、Xiaoqiang Chang、Shuaichen Zhang、Dong Zhang、Yifan Zhao、Lan Yang、Yue Ma、Peng Sun

  DOI：10.1039/d2ra07919d

  日期：——

  The development of efficient catalytic reactions with excellent atom and step economy employing sustainable catalysts is highly sought-after in chemical synthesis to reduce the negative effects on the environment. The most commonly-used strategy to construct allylic compounds relies on the transition-metal-catalysed nucleophilic substitution reaction of allylic alcohol derivatives. These syntheses

  使用可持续催化剂开发具有出色原子和步骤经济性的高效催化反应在化学合成中备受追捧，以减少对环境的负面影响。构建烯丙基化合物最常用的策略依赖于过渡金属催化的烯丙醇衍生物的亲核取代反应。这些合成表现出良好的产率和选择性，尽管以有毒且昂贵的催化剂和额外步骤为代价。在本文中，我们报道了未保护的烯丙醇和硼酸之间的无过渡金属芳基化和烯基化反应。使用 B(C 6 F 5 ) 3进行反应在甲苯中作为催化剂，得到相应的产物，收率为23-92%。该反应条件温和，可扩展，原子和步骤经济性好。
• Silica-supported policresulen as a solid acid catalyst for organic reactions
  作者：Kexing Zeng、Zhipeng Huang、Jie Yang、Yanlong Gu

  DOI：10.1016/s1872-2067(15)60910-x

  日期：2015.9

  A new type of solid catalyst was prepared by coating a thin layer of policresulen, an inexpensive polymer prepared via condensation of 2-hydroxy-4-methylbenzenesulfonic acid and formaldehyde that has been used as commercially available drug, onto the surface of silica. The policresulen component is insoluble in many organic solvents and can be adsorbed on silica with the aid of hydrogen bonding. The obtained silica/policresulen composite showed remarkable catalytic activity for various organic reactions. In model reactions, the catalyst can be recycled several times without significant loss of activity. The salient features of using this acid catalyst in organic reactions include cost-effectiveness, simple and time-efficient preparation, and the convenience of controlling the acid loading on the solid. (C) 2015, Dalian Institute of Chemical Physics, Chinese Academy of Sciences. Published by Elsevier B.V. All rights reserved.
• Unusual reaction of allylic systems: homo- and cross-cyclizations leading to four-carbon rings
  作者：Renata Siedlecka

  DOI：10.1016/j.tet.2009.01.016

  日期：2009.3

  The reaction of stabilized allylic-type carbocations with electron rich olefins was investigated. In most cases a facile cyclobutane ring formation was observed by [2+2] cycloaddition reaction promoted by Bronsted or Lewis acids. Some attempts were made to investigate the mechanistic pathway. After de-racemization the chiral cyclobutane containing diols were obtained as a potential chiral platform for new ligands. (C) 2009 Elsevier Ltd. All rights reserved.