E-2-[6'-methyl-2'-(2''-methoxycarbonylphenyl)phenyl]styrene

• 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-2-[6'-methyl-2'-(2''-methoxycarbonylphenyl)phenyl]styrene
• 英文别名: methyl 2-[3-methyl-2-[(E)-2-phenylethenyl]phenyl]benzoate
• 化学式: C₂₃H₂₀O₂
• 分子量: 328.411
• InChiKey: RDGRAXLWEIXSDH-FOCLMDBBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 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：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯乙烯 、 2-碘代甲苯 、 邻溴苯甲酸甲酯 在 降冰片烯 、 palladium diacetate 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以71%的产率得到E-2-[6'-methyl-2'-(2''-methoxycarbonylphenyl)phenyl]styrene
  参考文献：
  名称：

  A New Reaction Sequence Involving Palladium-Catalyzed Unsymmetrical Aryl Coupling

  摘要：

  Biphenylylalkenes containing an ortho substituent in one ring and a different ortho-, meta-, or para-substituent in the other are prepared in satisfactory yield from an ortho-substituted aryl iodide, an ortho-, meta-, or para-substituted aryl bromide, a terminal olefin, and a base in DMF under the joint catalytic action of palladium(0) and norbornene.

  DOI：

  10.1021/ja039043g

文献信息

• Palladium/Norbornene Cocatalyzed Catellani‐Type Domino Reaction with Aryl Diazonium Salts
  作者：Ying Fu、Liang‐Liang Guo、Yu‐Xia Zhang、Zhengyin Du

  DOI：10.1002/ejoc.202201175

  日期：2022.11.25

  In the presence of KI, aryl diazonium salts are suitable substrates for Catellani-type ortho arylation and amination reactions, allowing for the quick construction of multifunctionalized aromatic products.

  在 KI 存在下，芳基重氮盐是 Catellani 型邻位芳基化和胺化反应的合适底物，可以快速构建多功能芳香族产品。
• Pd/Cu Co‐Catalyzed <i>ortho</i>‐Arylation of Aryl Iodides <i>via</i> Radical Intermediates with Aryl Diazonium Salts
  作者：Ying Fu、Liang‐Liang Guo、Xi Chen、Hao Chen、Jia‐Jia Liu、Fang‐Rong Li、Cai‐Qin Xiao、Zhengyin Du

  DOI：10.1002/adsc.202300883

  日期：2023.12.5

  A Cu/Pd co-catalyzed Catellani-type ortho arylation reaction of iodoarenes with aryl diazonium salts has been developed. Aryl radicals that derived from aryl diazonium salts were regioselectively installed at ortho position of iodoarenes via palladium catalyzed C−H activation. Mechanistic studies showed that, in contrast to classical Pd0−PdII−PdIV−PdII−Pd0 catalytic cycle, this radical cascades performed

  开发了碘芳烃与芳基重氮盐的Cu/Pd 共催化 Catellani 型邻位芳基化反应。衍生自芳基重氮盐的芳基通过钯催化的 CH 活化区域选择性地安装在碘芳烃的邻位。机理研究表明，与经典的Pd 0 -Pd II -Pd IV -Pd II -Pd 0催化循环相反，这种自由基级联通过Pd 0 -Pd II -Pd III -Pd I -Pd 0 循环进行。
• A New Reaction Sequence Involving Palladium-Catalyzed Unsymmetrical Aryl Coupling
  作者：Fiorenza Faccini、Elena Motti、Marta Catellani

  DOI：10.1021/ja039043g

  日期：2004.1.1

  Biphenylylalkenes containing an ortho substituent in one ring and a different ortho-, meta-, or para-substituent in the other are prepared in satisfactory yield from an ortho-substituted aryl iodide, an ortho-, meta-, or para-substituted aryl bromide, a terminal olefin, and a base in DMF under the joint catalytic action of palladium(0) and norbornene.