(E)-氟二苯基(苯乙烯基)硅烷 | 439659-81-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (E)-氟二苯基(苯乙烯基)硅烷
• 英文名称: fluoro-diphenyl-[(E)-2-phenylethenyl]silane
• CAS: 439659-81-1
• 化学式: C₂₀H₁₇FSi
• 分子量: 304.439
• InChiKey: RHPLAXCZTPABGS-WUKNDPDISA-N

物化性质

• 沸点：
  395.1±25.0 °C(Predicted)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.97
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  4-碘甲苯 、 (E)-氟二苯基(苯乙烯基)硅烷 在 bis(η3-allyl-μ-chloropalladium(II)) 作用下， 以 四氢呋喃 为溶剂， 反应 1.0h， 生成 1-甲基-4-((e)-苯乙烯)-苯 、 4-甲基联苯
  参考文献：
  名称：

  Ruthenium-catalyzed hydrosilylation of terminal alkynes: stereodivergent synthesis of (E)- and (Z)-alkenylsilanes

  摘要：

  Stereodivergent hydrosilylation of terminal alkynes (RCequivalent toCH; R = Ph, p-tolyl, Cy, n-hexyl) with hydrosilanes (HSiMe2Ar; Arequivalent toPh, 3.5-(CF3)(2)C6H3, 4-CFC3H4, 4-MeOC6H4) has been examined using ruthenium catalysts. (E)-selective reactions giving (E)-RCH=CHSiMe2Ar proceed in over 99% selectivity in the presence of a catalytic amount of RuHCl(CO)(PPh3)(3). On the other hand, (Z)-selective reactions are successfully conducted in 91-99% selectivity by using Ru(SiMe2Ph)Cl(CO)(PPr'(3))(2) as the catalyst. All reactions readily proceed at room temperature in high yields. (E)- and (Z)-styrylsilanes having a SiMe2[C6H3-3,5-(CF3)(2)] group serve as good cross-coupling reagents with p-iodotoluene in the presence of tetrabutylammonium. fluoride and [Pd(eta(3)-al-lyl)Cl](2) catalyst. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)01319-5
• 作为产物：
  描述：

  Fluor-diphenylsilan 、 苯乙炔 在 hydridochlorotris(triphenylphosphine)ruthenium(II) 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 (E)-氟二苯基(苯乙烯基)硅烷
  参考文献：
  名称：

  Ruthenium-catalyzed hydrosilylation of terminal alkynes: stereodivergent synthesis of (E)- and (Z)-alkenylsilanes

  摘要：

  Stereodivergent hydrosilylation of terminal alkynes (RCequivalent toCH; R = Ph, p-tolyl, Cy, n-hexyl) with hydrosilanes (HSiMe2Ar; Arequivalent toPh, 3.5-(CF3)(2)C6H3, 4-CFC3H4, 4-MeOC6H4) has been examined using ruthenium catalysts. (E)-selective reactions giving (E)-RCH=CHSiMe2Ar proceed in over 99% selectivity in the presence of a catalytic amount of RuHCl(CO)(PPh3)(3). On the other hand, (Z)-selective reactions are successfully conducted in 91-99% selectivity by using Ru(SiMe2Ph)Cl(CO)(PPr'(3))(2) as the catalyst. All reactions readily proceed at room temperature in high yields. (E)- and (Z)-styrylsilanes having a SiMe2[C6H3-3,5-(CF3)(2)] group serve as good cross-coupling reagents with p-iodotoluene in the presence of tetrabutylammonium. fluoride and [Pd(eta(3)-al-lyl)Cl](2) catalyst. (C) 2002 Elsevier Science B.V. All rights reserved.

  DOI：

  10.1016/s0022-328x(01)01319-5

文献信息

• The effect of substituents at silicon on the cross-metathesis of trisubstituted vinylsilanes with olefins
  作者：Cezary Pietraszuk、Helmut Fischer、Szymon Rogalski、Bogdan Marciniec

  DOI：10.1016/j.jorganchem.2005.07.091

  日期：2005.12

  Efficient cross-metathesis of vinylsilanes, carrying a large spectrum of different substituents at silicon, with various olefins in the presence of the first and second generation Grubbs catalyst and Hoveyda–Grubbs catalyst is described. On the basis of the results of equimolar reactions of vinylsilanes with ruthenium alkylidene complexes and experiments with deuterium-labelled reagents, a general

  描述了在第一代和第二代Grubbs催化剂和Hoveyda-Grubbs催化剂的存在下，乙烯基硅烷与各种烯烃的高效交叉复分解，在硅上带有各种不同的取代基。基于乙烯基硅烷与钌亚烷基络合物的等摩尔反应的结果以及氘标记试剂的实验，提出了三取代乙烯基硅烷与烯烃的交叉复分解的一般金属碳卡宾机理。反应被证明是合成不饱和有机硅衍生物的一种有价值的方法。