(E)-1-(dimethylfluorosilyl)-1-octene | 118319-34-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (E)-1-(dimethylfluorosilyl)-1-octene
• 英文别名: fluoro-dimethyl-[(E)-oct-1-enyl]silane
• CAS: 118319-34-9
• 化学式: C₁₀H₂₁FSi
• 分子量: 188.361
• InChiKey: UHUCWELYHJZROH-MDZDMXLPSA-N

物化性质

• 沸点：
  201.1±13.0 °C(Predicted)
• 密度：
  0.824±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.23
• 重原子数：
  12
• 可旋转键数：
  6
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  反式-1-碘-1-辛烯 、 (E)-1-(dimethylfluorosilyl)-1-octene 在 bis(η3-allyl-μ-chloropalladium(II)) 、 tris(diethylamino)sulfonium difluorotrimethylsilicate 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 以83%的产率得到(7E,9E)-hexadeca-7,9-diene
  参考文献：
  名称：

  Alkenylfluorosilanes as widely applicable substrates for the palladium-catalyzed coupling of alkenylsilane/fluoride reagents with alkenyl iodides

  摘要：

  DOI：

  10.1021/jo00263a003
• 作为产物：
  描述：

  Dimethyl-(2-methyl-allyl)-((E)-oct-1-enyl)-silane 在 potassium hydrogen bifluoride 、 三氟乙酸 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以83%的产率得到(E)-1-(dimethylfluorosilyl)-1-octene
  参考文献：
  名称：

  Alkenylfluorosilanes as widely applicable substrates for the palladium-catalyzed coupling of alkenylsilane/fluoride reagents with alkenyl iodides

  摘要：

  DOI：

  10.1021/jo00263a003

文献信息

• The Palladium-Catalyzed Cross-Coupling Reaction of Organosilicon Compounds with Allylic Carbonates or Diene Monoxides
  作者：Hayao Matsuhashi、Satoshi Asai、Kazunori Hirabayashi、Yasuo Hatanaka、Atsunori Mori、Tamejiro Hiyama

  DOI：10.1246/bcsj.70.1943

  日期：1997.8

  The cross-coupling reaction of allylic carbonates with organosilanes was found to proceed without fluoride ion activation under mild conditions by using a coordinatively unsaturated palladium complex as a catalyst. The reaction was assumed to proceed through an allylpalladium alkoxide derived from the allylic carbonate substrate and a palladium(0) species, the alkoxo ligand activating the organosilicon

  通过使用配位不饱和钯配合物作为催化剂，发现烯丙基碳酸酯与有机硅烷的交叉偶联反应在温和条件下无需氟离子活化即可进行。假设该反应通过衍生自烯丙基碳酸酯底物的烯丙基钯醇盐和钯 (0) 物质进行，烷氧基配体激活有机硅试剂。同样，一氧化二烯也以中等至高产率与烯基和芳基氟硅烷进行交叉偶联。
• Palladium-catalyzed cross-coupling of allylic carbonates with alkenylfluorosilanes in the absence of fluoride ion
  作者：Hayao Matsuhashi、Yasuo Hatanaka、Manabu Kuroboshi、Tamejiro Hiyama

  DOI：10.1016/0040-4039(95)00082-n

  日期：1995.2

  Alkenylfluorosilanes smoothly underwent cross-coupling reaction with allylic carbonates in the presence of a palladiun catalyst and in the absence of fluoride ion to give 1,4-dienes in good yields with retention of configuration.
• A wide range of organosilicon compounds couples with enol and aryl triflates in the presence of Pd catalyst and fluoride ion
  作者：Yasuo Hatanaka、Tamejiro Hiyama

  DOI：10.1016/s0040-4039(00)94682-3

  日期：1990.1
• Hatanaka, Yasuo; Fukushima, Satoshi; Hiyama, Tamejiro, Heterocycles, 1990, vol. 30, # 1, p. 303 - 306
  作者：Hatanaka, Yasuo、Fukushima, Satoshi、Hiyama, Tamejiro

  DOI：——

  日期：——
• Synthesis of 5-Substituted Pyrimidine Nucleosides through a Palladium-catalyzed Cross-Coupling of Alkenylhalosilanes
  作者：Hayao Matsuhashi、Yasuo Hatanaka、Manabu Kuroboshi、Tamejiro Hiyama

  DOI：10.3987/com-95-s49

  日期：——

  Palladium-catalyzed cross-coupling of alkenylhalosilanes with 5-iodouracil and 5-iodouridine derivatives was described. 5-Iodo-1,3-dimethyluracil coupled with alkenylfluorodimethylsilanes to give the corresponding cross-coupled products in good yield. Fully protected 5-iodo-2'-deoxyuridine derivative also underwent the cross-coupling reaction. Noteworthy is that unprotected 5-iodo-2'-deoxyuridine could be converted into the corresponding cross-coupled products in good yields using alkenyl(difluoro)methylsilanes.