Et2NSiMe2C(n-C6H13)CHB(pinacolato) | 1006881-58-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 硼酸衍生物
• 英文名称: Et2NSiMe2C(n-C6H13)CHB(pinacolato)
• CAS: 1006881-58-8
• 化学式: C₂₀H₄₂BNO₂Si
• 分子量: 367.455
• InChiKey: RNCFYPOAVNCFKZ-ZCXUNETKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  25.0
• 可旋转键数：
  10.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  21.7
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  2-[(diethylamino)dimethylsilyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 、 1-辛炔 在 catalyst:(C₅H₅)Pd(C₃H₅)/P(C₆H₅)3 作用下， 以 甲苯 为溶剂， 以0%的产率得到Et2NSiMe2C(n-C6H13)CHB(pinacolato)
  参考文献：
  名称：

  Silylboranes Bearing Dialkylamino Groups on Silicon as Silylene Equivalents:  Palladium-Catalyzed Regioselective Synthesis of 2,4-Disubstituted Siloles

  摘要：

  Silylpinacolboranes bearing dialkylamino groups on the silicon atom several as synthetic equivalents of silylene in palladium-catalyzed reactions with terminal alkynes, leading to the formation of 2, 4-disubstituted siloles in high yield. It was found that the amino group on the silicon atom was critically important for the reaction; no silole products were found in reactions using silylpinacolboranes carrying aryl, chloro, or alkoxy groups on the silicon atoms. Site-selective bromination of 1,1-dimethyl-2,4-diphenylsilole followed by Migita-Kasugi-Stille coupling with (arylalkynyl)tributylstannanes gave novel Pi-conjugated siloles with good total yields.

  DOI：

  10.1021/ja073896h