1,1-Difluoro-2,2,2-trimethyl-1-phenyl-disilane | 130785-67-0

• 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: 1,1-Difluoro-2,2,2-trimethyl-1-phenyl-disilane
• 英文别名: Difluoro-phenyl-trimethylsilylsilane
• CAS: 130785-67-0
• 化学式: C₉H₁₄F₂Si₂
• 分子量: 216.378
• InChiKey: PQTKAHWJOMRVCV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.69
• 重原子数：
  13
• 可旋转键数：
  2
• 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：
  2

反应信息

• 作为反应物：
  描述：

  二苯基乙炔 、 1,1-Difluoro-2,2,2-trimethyl-1-phenyl-disilane 以95%的产率得到
  参考文献：
  名称：

  Ozawa Fumiyuki, Sugawara Mitsuru, Hayashi Tamio, Organometallics, 13 (1994) N 8, S 3237-3243

  摘要：

  DOI：
• 作为产物：
  描述：

  1,1,1-三甲基-2,2,2-三苯基二硅烷 在 potassium fluoride 、 18-冠醚-6 、 三氟甲磺酸 作用下， 生成 1,1-Difluoro-2,2,2-trimethyl-1-phenyl-disilane
  参考文献：
  名称：

  Uhlig, Wolfram; Tzschach, Alfred, Zeitschrift fur Chemie, 1990, vol. 30, # 7, p. 254

  摘要：

  DOI：

文献信息

• Nickel(0)-catalyzed disilylative and silastannylative cyclizations of 1,3-diene and tethered aldehyde
  作者：Nozomi Saito、Miwako Mori、Yoshihiro Sato

  DOI：10.1016/j.jorganchem.2006.03.047

  日期：2007.1

  Nickel(0)-catalyzed bismetallative cyclization of 1,3-diene and a tethered aldehyde in the presence of PhF2SiSiMe3 or Me3SiSnBu3 gave the corresponding cyclized product having an allylsilyl or an allylstannyl unit in the side chain in good yields. The cyclized product obtained from the reaction in the presence of Me3SiSnBu3 had reactivity as an allylstannane derivative, and the coupling reaction with

  在PhF 2 SiSiMe 3或Me 3 SiSnBu 3的存在下，镍（0）催化1,3-二烯和系留醛的双金属环化反应，在侧链上具有烯丙基甲硅烷基或烯丙基锡烷基单元的相应环化产物收率高。在Me 3 SiSnBu 3存在下从反应中获得的环化产物具有作为烯丙基锡烷衍生物的反应性，并且与苯甲醛的偶联反应以非对映选择性的方式进行。当在手性单齿膦配体的存在下进行甲硅烷基化环化时，环化产物以适度对映体过量的旋光形式产生。
• A New Reactive System for Catalytic Bis-Silylation of Acetylenes and Olefins
  作者：Fumiyuki Ozawa、Mitsuru Sugawara、Tamio Hayashi

  DOI：10.1021/om00020a042

  日期：1994.8

  Reaction of diphenylacetylene (1a) with Me3SiSiF2Ph (1 equiv) in toluene in the presence of a palladium catalyst (1 mol %) generated in situ by mixing [Pd(eta3-allyl)CI]2 and PMe2Ph (2.2 equiv/Pd) was completed in 1.4 h at room temperature to give the bis-silylation product (Z)-1-(difluorophenylsilyl)-1,2-diphenyl-2-(trimethylsilyl)ethene (2a) in 95% yield. In similar catalytic systems, a variety of acetylenes and olefins, including 3-hexyne, 1-phenyl-1-propyne, phenylacetylene, 1-octyne, norbornene, styrene, and 1-octene, were bis-silylated in 64-96% yields. The highly reactive nature of the present catalytic system was studied in stoichiometric systems. The presumed intermediates trans-Pd(SiMe3)(SiF2Ph)L2 (L = PMe3 (4a), PMe2Ph (4b)) were prepared by oxidative addition of Me3SiSiF2Ph toward Pd(styrene)L2 complexes (L = PMe3 (3a), PMe2Ph (3b)). Complex 4b reacted with diphenylacetylene (3 equiv) in toluene-ds at -20-degrees-C to give the bis-silylation product (Z)-2a in 82% yield together with Pd(PhC=Ph)(PMe2Ph)2 (93%). Treatment of 4a with dimethyl acetylenedicarboxylate (1 equiv) in toluene at -20-degrees-C instantly formed a palladium(0) complex coordinated with bis-silylated olefin, Pd(X)-(MeO2C)(Me3Si)C=C(SiF2Ph)(CO2Me)}(PMe3)2 (6). The structure of 6 was determined by an X-ray diffraction study. Crystal data for 6 THF : C21H38O4P2F2-Si2Pd.C4H8O, a = 15.585(2) angstrom, b = 12.438(2) angstrom, c = 17.652(2), beta = 93.86(1)-degrees, V = 3413.9(8) angstrom3, monoclinic P2(1)/n, Z = 4.
• UHLIG, WOLFRAM;TZSCHACH, ALFRED, Z. CHEM., 30,(1990) N, C. 254
  作者：UHLIG, WOLFRAM、TZSCHACH, ALFRED

  DOI：——

  日期：——