1-triphenylsilyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene

• 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: 1-triphenylsilyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene
• 英文别名: triphenyl(1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)vinyl)silane；Triphenyl-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]silane；triphenyl-[1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethenyl]silane
• 化学式: C₂₆H₂₉BO₂Si
• 分子量: 412.412
• InChiKey: RXLKCRTULFFHOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.88
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  溴乙烯 、 triphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane 在 2,2,6,6-tetramethylpiperidinyl-lithium 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以60%的产率得到1-triphenylsilyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)ethene
  参考文献：
  名称：

  Geminal dimetalation of alkylidene-type carbenoids with silylboranes and diborons

  摘要：

  A novel and efficient method for gem-dimetalation of carbenoids has been demonstrated. Treatment of alkylidene-type lithium carbenoids with such an interelement compound as silylborane or diboron to generate the corresponding borate complex, followed by warming to room temperature, induced migration of the silyl or boryl group from a negatively charged boron atom to the carbenoid carbon to afford 1-boryl-1-silyl-1-alkenes or 1,1-diboryl-1-alkenes in good yields. Carbon-carbon bond forming transformations of the gem-dimetalated compounds mediated by boron or silicon is also described. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(02)00648-8

文献信息

• Geminal dimetalation of alkylidene-type carbenoids with silylboranes and diborons
  作者：Takuya Kurahashi、Takeshi Hata、Hirokazu Masai、Hirotaka Kitagawa、Masaki Shimizu、Tamejiro Hiyama

  DOI：10.1016/s0040-4020(02)00648-8

  日期：2002.8

  A novel and efficient method for gem-dimetalation of carbenoids has been demonstrated. Treatment of alkylidene-type lithium carbenoids with such an interelement compound as silylborane or diboron to generate the corresponding borate complex, followed by warming to room temperature, induced migration of the silyl or boryl group from a negatively charged boron atom to the carbenoid carbon to afford 1-boryl-1-silyl-1-alkenes or 1,1-diboryl-1-alkenes in good yields. Carbon-carbon bond forming transformations of the gem-dimetalated compounds mediated by boron or silicon is also described. (C) 2002 Elsevier Science Ltd. All rights reserved.