trimethyl[(2E,5E)-6-phenylhexa-2,5-dienyl]silane

• 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: trimethyl[(2E,5E)-6-phenylhexa-2,5-dienyl]silane
• 英文别名: trimethyl-[(2E,5E)-6-phenylhexa-2,5-dienyl]silane
• 化学式: C₁₅H₂₂Si
• 分子量: 230.425
• InChiKey: JDYGOOTYQSNTMW-JRNXONEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.98
• 重原子数：
  16
• 可旋转键数：
  5
• 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：

  六甲基二硅烷 、 β-溴苯乙烯 、 1,3-丁二烯 在 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以32%的产率得到trimethyl[(2E,5E)-6-phenylhexa-2,5-dienyl]silane
  参考文献：
  名称：

  Palladium-catalyzed decarbonylative coupling of acid chlorides, organodisilanes, and 1,3-dienes

  摘要：

  DOI：

  10.1021/ja00075a089

文献信息

• Nickel-Catalyzed Allylic Substitution of Simple Alkenes
  作者：Ryosuke Matsubara、Timothy F. Jamison

  DOI：10.1002/asia.201000875

  日期：2011.7.4

  This report describes a nickel‐catalyzed allylic substitution process of simple alkenes whereby an important structural motif, a 1,4‐diene, was prepared. The key to success is the use of an appropriate nickel–phosphine complex and a stoichiometric amount of silyl triflate. Reactions of 1‐alkyl‐substituted alkenes consistently provided 1,1‐disubstituted alkenes with high selectivity. Insight into the

  该报告描述了镍催化简单烯烃的烯丙基取代过程，由此制备了重要的结构基序，即 1,4-二烯。成功的关键是使用适当的镍-膦络合物和化学计量的三氟甲磺酸硅酯。1-烷基取代的烯烃的反应始终以高选择性提供 1,1-二取代的烯烃。还记录了对反应机制的深入了解以及所开发的催化过程的各种应用。
• 1,4-Carbosilylation of 1,3-Dienes via Palladium Catalyzed Three-Component Coupling Reaction
  作者：Yasushi Obora、Yasushi Tsuji、Takashi Kawamura

  DOI：10.1021/ja00144a005

  日期：1995.10

  Three-component coupling reaction of acid chlorides, organodisilanes, and 1,3-dienes achieves 1,4-carbosilylation of the 1,3-dienes to afford allylic silanes as the product. Bis(dibenzylideneacetone)palladium, a naked Pd(0) complex without donating ligand, showed high catalytic activity. A carbon and a silicon substituent are introduced at 1- and 4-positions of the 1,3-dienes regio- and stereoselectively with concomitant decarbonylation of the acid chlorides. A wide variety of allylic silanes are synthesized in high yields from these easily accessible substrates. On the other hand, a bully acid chloride such as adamantane-1-carboxylic acid chloride did not undergo the decarbonylation reaction but afforded allylic silanes containing acyl functionality. In all these reactions, transmetalation of the disilanes with eta(3)-allylchloropalladium intermediates might be a critical step in the catalytic cycle. As a model reaction for the transmetalation, reaction of di-mu-chlorobis[(1,2,3-eta)-4-phenyl-2-butenyl]dipalladium with disilanes was carried out. Although intermediate eta(3)-allylsilylpalladium species could not be detected, the corresponding allylic silanes, silyl chlorides, and Pd(0) metal were formed during the reaction. Furthermore, a similar three-component coupling reaction using aryl iodides, organosilylstannanes, and dienes also proceeded. However, the selectivity and the yield decreased considerably.
• Palladium-catalyzed decarbonylative coupling of acid chlorides, organodisilanes, and 1,3-dienes
  作者：Yasushi Obora、Yasushi Tsuji、Takashi Kawamura

  DOI：10.1021/ja00075a089

  日期：1993.11