(E)-2-(trimethylsilyl)-1-(trimethylstannyl)ethylene | 65801-56-1

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机过渡后金属化合物
• 英文名称: (E)-2-(trimethylsilyl)-1-(trimethylstannyl)ethylene
• 英文别名: (E)-1-(trimethysilyl)-2-(trimethylstannyl)ethylene；{2-(trimethylsilyl)-1(E)-ethenyl}trimethylstannane；(E)-1-trimethylstannyl-2-(trimethylsilyl)ethylene；(2-(trimethylsilyl)vinyl)trimethyltin；trans-1-trimethylsilyl-2-trimethylstannylaethylen；trimethyl(2-trimethylstannylethenyl)silane
• CAS: 65801-56-1；110510-36-6
• 化学式: C₈H₂₀SiSn
• 分子量: 263.042
• InChiKey: PJDCAXMJPGJRMP-UHFFFAOYSA-N

物化性质

• 沸点：
  175.7±42.0 °C(Predicted)
• 溶解度：
  溶胶醚、DMF、碳氢化合物、芳香族溶剂。

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  (E)-2-(trimethylsilyl)-1-(trimethylstannyl)ethylene 、 (6-甲基环己烯-1-基)三氟甲磺酸酯 在 四(三苯基膦)钯 lithium chloride 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以100%的产率得到(E)-1-(trimethylsilyl)-2-(6-methylcyclohex-1-en-1-yl)ethylene
  参考文献：
  名称：

  钯催化的乙烯基三氟甲磺酸酯与有机锡烷的偶联。pleraplysillin-1 的简短合成

  摘要：

  合成这些 de la pleraplysilline-1 a partir du bromomethyl-3 furanne et de la dimethyl-5,5 cyclohexene-2one

  DOI：

  10.1021/ja00328a063

文献信息

• Palladium-catalyzed coupling of vinyl triflates with organostannanes. Synthetic and mechanistic studies
  作者：William J. Scott、J. K. Stille

  DOI：10.1021/ja00271a037

  日期：1986.5

  The palladium-catalyzed coupling reaction of vinyl triflates with acetylenic, vinyl, allyl, and alkyl tin reagents in the presence of lithium chloride or another suitable salt takes place in high yields under mild reaction conditions; however, benzyl and phenyl tin reagents give poor yield of coupled product. The utilization of a tin or silicon hydride reagent in place of the organotin partner yields

  在氯化锂或其他合适的盐的存在下，在温和的反应条件下，钯催化的乙烯基三氟甲磺酸酯与炔属、乙烯基、烯丙基和烷基锡试剂的偶联反应以高产率发生；然而，苄基和苯基锡试剂的偶联产物产率很低。使用锡或氢化硅试剂代替有机锡配对物通过三氟甲磺酸酯基团的还原裂解产生烯烃。乙烯基三氟甲磺酸酯与六甲基二锡的钯催化反应以高产率得到乙烯基锡烷。区域选择性形成的乙烯基三氟甲磺酸酯可用于生产 1,3-二烯作为区域异构偶联产物。
• Palladium-catalyzed carbonylative coupling of vinyl triflates with organostannanes. A total synthesis of (.+-.)-.DELTA.9(12)-capnellene
  作者：G. T. Crisp、William J. Scott、John K. Stille

  DOI：10.1021/ja00336a033

  日期：1984.11

  Synthese du capnellene-9(12) a partir du triflate de trimethyl-2,5,5 cyclopentene-1ol et du stannane de methyl trimethylsilylvinyl

  合成这些 du capnellene-9(12) a partir du triflate de trimethyl-2,5,5 cyclopentene-1ol et du stannane demethyl trimethylsilylvinyl
• Stereospecific cross-coupling of vinyl halides with vinyl tin reagents catalyzed by palladium
  作者：J. K. Stille、B. L. Groh

  DOI：10.1021/ja00237a029

  日期：1987.2
• Functionalization of metalated cyclopentadienyl ligands via palladium-catalyzed cross-coupling reactions
  作者：E. C. Brehm、J. K. Stille、A. I. Meyers

  DOI：10.1021/om00038a066

  日期：1992.2

  The palladium-catalyzed coupling reaction between tricarbonyl(iodo-eta(5)-cyclopentadienyl)methyltungsten and various alkynyl-, aryl-, and vinylstannanes yields the corresponding coupled derivatives. The three classes of tin coupling partners were represented by (2-phenyl-1-ethynyl)trimethylstannane, 1-propynyltrimethylstannane, and 1-hexynyltri-n-butylstannane; phenyltri-n-butylstannane, and (4-methylphenyl)trimethylstannane; and (Z)-methyl 3-(tributylstannyl)acrylate, trimethylvinylstannane, and [2-(trimethylsilyl)-1(E)-ethenyl]trimethylstannane. This chemistry demonstrates a new, general route for the formation of a variety of functionally substituted eta(5)-cyclopentadienyl transition-metal compounds, whereby the cyclopentadienyl ring can be derivatized by several classes of organostannane reagents without affecting the other ligands on the transition metal.
• Studies directed toward the total synthesis of trixikingolide. Analysis of the capacity for transannular carbon-carbon bond formation in various bicyclic and tricyclic intermediates
  作者：Daniel L. Cheney、Leo A. Paquette

  DOI：10.1021/jo00275a018

  日期：1989.7