(Z)-1-(trimethylsilyl)-2-(4-trifluoromethylphenyl)-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene | 1512848-91-7

• 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: (Z)-1-(trimethylsilyl)-2-(4-trifluoromethylphenyl)-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene
• 英文别名: (Z)-[1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(4-(trifluoromethyl)phenyl)vinyl]trimethylsilane；4-(Trifluoromethyl)-alpha,beta-di(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-beta-(trimethylsilyl)styrene；[(Z)-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-[4-(trifluoromethyl)phenyl]ethenyl]-trimethylsilane
• CAS: 1512848-91-7
• 化学式: C₂₄H₃₇B₂F₃O₄Si
• 分子量: 496.258
• InChiKey: UVPVSFLAEXCIAU-VHEBQXMUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.6
• 重原子数：
  34
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  36.9
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  (Z)-1-(trimethylsilyl)-2-(4-trifluoromethylphenyl)-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene 在 tris(dibenzylideneacetone)dipalladium(0) chloroform complex 、 [1,3-双(二苯基膦基)丙烷]二氯化钯(II) 、 三叔丁基膦 、 potassium hydroxide 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 15.0h， 生成 (Z)-1-(trimethylsilyl)-1-(4-methoxyphenyl)-2-phenyl-2-(4-trifluoromethylphenyl)ethene
  参考文献：
  名称：

  Selective Synthesis of Multisubstituted Olefins Utilizing gem- and vic-Diborylated Vinylsilanes Prepared by Silylborylation of an Alkynylboronate and Diborylation of Alkynylsilanes

  摘要：

  The synthesis of a series of gem- and vic-diborylated vinylsilanes was accomplished via highly selective transition-metal-catalyzed syn-dimetalation to the alkynylmetal species. This protocol served as a general synthetic method toward regio- and stereodefined multisubstituted olefins. The key steps are the diastereoselective Suzuki-Miyaura cross-coupling reactions of gem- and vic-diborylated vinylsilanes, in which the two boron groups showed discrete reactivities to afford diverse precursors of multisubstituted olefins.

  DOI：

  10.1021/jo4024057
• 作为产物：
  描述：

  4-乙炔基-α,α,α-三氟甲苯 在 四(三苯基膦)铂 、 乙基溴化镁 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 1.5h， 生成 (Z)-1-(trimethylsilyl)-2-(4-trifluoromethylphenyl)-1,2-bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene
  参考文献：
  名称：

  Selective Synthesis of Multisubstituted Olefins Utilizing gem- and vic-Diborylated Vinylsilanes Prepared by Silylborylation of an Alkynylboronate and Diborylation of Alkynylsilanes

  摘要：

  The synthesis of a series of gem- and vic-diborylated vinylsilanes was accomplished via highly selective transition-metal-catalyzed syn-dimetalation to the alkynylmetal species. This protocol served as a general synthetic method toward regio- and stereodefined multisubstituted olefins. The key steps are the diastereoselective Suzuki-Miyaura cross-coupling reactions of gem- and vic-diborylated vinylsilanes, in which the two boron groups showed discrete reactivities to afford diverse precursors of multisubstituted olefins.

  DOI：

  10.1021/jo4024057

文献信息

• Hydroboration and Diboration of Internal Alkynes Catalyzed by a Well-Defined Low-Valent Cobalt Catalyst
  作者：Laura Ferrand、Ye Lyu、Alejandro Rivera-Hernández、Brendan Fallon、Muriel Amatore、Corinne Aubert、Marc Petit

  DOI：10.1055/s-0036-1588996

  日期：2017.9

  stereoselective hydroboration of internal alkynes is reported. Extension to the diboration of internal alkynes is also related using the same reaction conditions. The use of a simple well-defined low-valent cobalt(I) catalyst [HCo(PMe3)4] capable of performing the regio- and stereoselective hydroboration of internal alkynes is reported. Extension to the diboration of internal alkynes is also related using the same

  作为有机合成专题钴的一部分出版 抽象 据报道，使用能够进行内部炔的区域和立体选择性硼氢化的简单定义明确的低价钴（I）催化剂[HCo（PMe 3）4 ]。使用相同的反应条件，内部炔烃的扩硼作用也涉及到。 据报道，使用能够进行内部炔的区域和立体选择性硼氢化的简单定义明确的低价钴（I）催化剂[HCo（PMe 3）4 ]。使用相同的反应条件，内部炔烃的扩硼作用也涉及到。