(3E)-(1-methylene-oct-3-enyl)-benzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3E)-(1-methylene-oct-3-enyl)-benzene
• 英文别名: (3E)-(1-methyloct-3-enyl)benzene；[(4E)-nona-1,4-dien-2-yl]benzene
• 化学式: C₁₅H₂₀
• 分子量: 200.324
• InChiKey: RWPLWEVBCCILPE-SOFGYWHQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 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-己炔 在 palladium diacetate 氧气 、 sodium carbonate 、 儿萘酚硼烷 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 反应 11.0h， 生成 (3E)-(1-methylene-oct-3-enyl)-benzene
  参考文献：
  名称：

  Oxygen-Promoted Palladium(II) Catalysis:  Facile C(sp²)−C(sp²) Bond Formation via Cross-Coupling of Alkenylboronic Compounds and Olefins

  摘要：

  Oxygen-promoted Pd(II) catalysis facilitated the synthesis of conjugated dienes; by cross-coupling of alkenylboronic compounds and various olefins including highly substituted alkenes and cyclohexenone. Under mild conditions, these versatile reactions were efficient and highly stereoselective.

  DOI：

  10.1021/ol0483192

文献信息

• Oxidative Palladium(II) Catalysis:  A Highly Efficient and Chemoselective Cross-Coupling Method for Carbon−Carbon Bond Formation under Base-Free and Nitrogenous-Ligand Conditions
  作者：Kyung Soo Yoo、Cheol Hwan Yoon、Kyung Woon Jung

  DOI：10.1021/ja063710z

  日期：2006.12.1

  For instance, oxidative palladium(II) catalysis is effective with highly substituted alkenes and cyclic alkenes, which are known to be incompatible with other known catalytic conditions. Most examined reactions progressed smoothly to completion at low temperatures and in short times. These interesting results provide mechanistic insights and utilities for a new paradigm of palladium catalytic cycles

  我们在此报告了氧促进 Pd(II) 催化的通用和温和协议的开发，导致烯基和芳基硼化合物与各种烯烃的选择性交叉偶联。与大多数交叉偶联反应不同，这种新方法即使在没有碱基的情况下也能很好地工作，因此避免了不需要的同源偶联。包括二甲基菲咯啉在内的基于氮的配体增强了反应性，并提供了一种高效的立体选择性方法来克服具有挑战性的底物限制。例如，氧化钯 (II) 催化对于高度取代的烯烃和环烯烃是有效的，已知它们与其他已知的催化条件不相容。大多数检查的反应在低温和短时间内顺利完成。
• Oxygen-Promoted Palladium(II) Catalysis:  Facile C(sp²)−C(sp²) Bond Formation via Cross-Coupling of Alkenylboronic Compounds and Olefins
  作者：Cheol Hwan Yoon、Kyung Soo Yoo、Sung Wook Yi、Rajesh K. Mishra、Kyung Woon Jung

  DOI：10.1021/ol0483192

  日期：2004.10.1

  Oxygen-promoted Pd(II) catalysis facilitated the synthesis of conjugated dienes; by cross-coupling of alkenylboronic compounds and various olefins including highly substituted alkenes and cyclohexenone. Under mild conditions, these versatile reactions were efficient and highly stereoselective.