(E)-1-(1-(tert-butyldimethylsilyloxy)pentyl)-2-(3-(tert-butyldimethylsiloxy)prop-1-enyl)benzene | 1362687-95-3

• 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: (E)-1-(1-(tert-butyldimethylsilyloxy)pentyl)-2-(3-(tert-butyldimethylsiloxy)prop-1-enyl)benzene
• 英文别名: tert-butyl-[(E)-3-[2-[1-[tert-butyl(dimethyl)silyl]oxypentyl]phenyl]prop-2-enoxy]-dimethylsilane
• CAS: 1362687-95-3
• 化学式: C₂₆H₄₈O₂Si₂
• 分子量: 448.837
• InChiKey: RXUUWQSALLSQMQ-FBMGVBCBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.97
• 重原子数：
  30
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3-butyl-1,1-dimethyl-1,3-dihydrobenzo[c][1,2]oxasilole 、 叔丁基锂 、 (E)-1-tert-butyldimethylsilyloxy-3-iodo-2-propene 在 copper(l) iodide 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 、 正戊烷 、 六甲基磷酰三胺 为溶剂， 反应 14.0h， 以45%的产率得到(E)-1-(1-(tert-butyldimethylsilyloxy)pentyl)-2-(3-(tert-butyldimethylsiloxy)prop-1-enyl)benzene
  参考文献：
  名称：

  Unification of Anion Relay Chemistry with the Takeda and Hiyama Cross-Coupling Reactions: Identification of an Effective Silicon-Based Transfer Agent

  摘要：

  The unification of Anion Relay Chemistry (ARC) with the Takeda and Hiyama palladium-mediated cross-coupling processes to provide aryl aryl, alkenyl aryl, and alkenyl alkenyl coupled products by exploiting a common silicon-based transfer agent has been achieved. These results provide a practical solution for intermolecular cross-coupling of organolithium reagents without the problematic lithium halogen exchange and/or undesired homocoupling that has kept organolithium cross-couplings from achieving the same level of utility as other palladium-mediated methods (e.g., Suzuki organoboron, Negishi organozinc, Stale organotin, Kumada organomagnesium, etc.).

  DOI：

  10.1021/ja2120103

文献信息

• Unification of Anion Relay Chemistry with the Takeda and Hiyama Cross-Coupling Reactions: Identification of an Effective Silicon-Based Transfer Agent
  作者：Amos B. Smith、Adam T. Hoye、Dionicio Martinez-Solorio、Won-Suk Kim、Rongbiao Tong

  DOI：10.1021/ja2120103

  日期：2012.3.14

  The unification of Anion Relay Chemistry (ARC) with the Takeda and Hiyama palladium-mediated cross-coupling processes to provide aryl aryl, alkenyl aryl, and alkenyl alkenyl coupled products by exploiting a common silicon-based transfer agent has been achieved. These results provide a practical solution for intermolecular cross-coupling of organolithium reagents without the problematic lithium halogen exchange and/or undesired homocoupling that has kept organolithium cross-couplings from achieving the same level of utility as other palladium-mediated methods (e.g., Suzuki organoboron, Negishi organozinc, Stale organotin, Kumada organomagnesium, etc.).