1,3-di-tert-butyl-2[(Z)-2-ethyl-2-trimethylstannylbut-1-enyl]-2,3-dihydro-1H-1,3,2-diazaborole | 287494-42-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氮杂环化合物
• 英文名称: 1,3-di-tert-butyl-2[(Z)-2-ethyl-2-trimethylstannylbut-1-enyl]-2,3-dihydro-1H-1,3,2-diazaborole
• CAS: 287494-42-2
• 化学式: C₁₉H₃₉BN₂Sn
• 分子量: 425.053
• InChiKey: JMWJVRBCTIYLKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.69
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  6.48
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  3-己炔 、 1,3-di-tert-butyl-2-trimethylstannyl-2,3-dihydro-1H-1,3,2-diazaborole 在 四(三苯基膦)钯 作用下， 以 苯 为溶剂， 以66%的产率得到1,3-di-tert-butyl-2[(Z)-2-ethyl-2-trimethylstannylbut-1-enyl]-2,3-dihydro-1H-1,3,2-diazaborole
  参考文献：
  名称：

  Palladium-Catalyzed Insertion of Alkynes into the Sn−B Bond of a 2-Stannyl-2,3-dihydro-1H-1,3,2-diazaborole and X-ray Structure Analyses of 1,3-Di-tert-butyl-2[(Z)-2-phenyl-2-trimethylstannylethenyl]- 2,3-dihydro-1H-1,3,2-diazaborole and 1,3-Di-tert-butyl-2[(Z)-1-ethyl-2-phenyl-2- trimethylstannylethenyl]-2,3-dihydro-1H-1,3,2-diazaborole

  摘要：

  Reaction of equimolar amounts of 1,3-di-tert-butyl-2-trimethylstannyl-2,3-dihydro-1H,3,2-diazaborole (1) with a series of alkynes R-1-C equivalent to C-R-2 (2)(a: R-1 = H, R-2 = Ph; b: H, 4-ClC6H4; c: H, 4-BrC6H4; d: Ph, Ph; e: Me, Ph; f: Et, Ph; g: H, n-C4H9; h: Et, Et; i: H, n-C6H13) in the presence of a catalytic amount of [Pd(PPh3)(4)] (2 mol %) regioselectively afforded high yields of the alkenes (Z)-R-1[B]C=C(R-2)SnMe3 (3a-h) ([B] = tBuNCH=CHN(tBu)B] as the result of a cis-addition of the BSn bond of 1 to the acetylenic triple bond of 2. Spectroscopic evidence and X-ray structural analyses of 3a and 3f revealed that the bulky borolyl unit was added to the least sterically hindered end of the CC multiple bond.

  DOI：

  10.1021/om000042w