Thiobenzoesaeure-S-(4-brom-butylester) | 15848-25-6

• 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: Thiobenzoesaeure-S-(4-brom-butylester)
• 英文别名: Benzenecarbothioic acid, S-(4-bromobutyl) ester；S-(4-bromobutyl) benzenecarbothioate
• CAS: 15848-25-6
• 化学式: C₁₁H₁₃BrOS
• 分子量: 273.194
• InChiKey: NHJYHUZZFHMUOK-UHFFFAOYSA-N

物化性质

• 沸点：
  142-145 °C(Press: 0.2 Torr)
• 密度：
  1.3854 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  Thiobenzoesaeure-S-(4-brom-butylester) 、 苯硼酸 在 trans-di(μ-acetato)bis[o-(di-o-tolylphosphino)benzyl]dipalladium(II) potassium carbonate 、 sodium iodide 作用下， 以 N,N-二甲基乙酰胺 为溶剂， 以88%的产率得到二苯甲酮
  参考文献：
  名称：

  Thiol Ester−Boronic Acid Cross-Coupling. Catalysis Using Alkylative Activation of the Palladium Thiolate Intermediate

  摘要：

  [GRAPHICS]Thiol esters and boronic acids do not participate in cross-coupling in the presence of palladium catalysts. However, efficient palladium-catalyzed thiol ester-boronic acid cross-coupling is observed when simple alkylating agents are present. Alkylative conversion of the very stable palladium-thiolate bond to a labile palladium-thioether bond is presumed to be crucial to the catalysis. Of the systems studied, 4-halo-nbutyl thiol esters were most effective in this cross-coupling.

  DOI：

  10.1021/ol000231a

文献信息

• Thiol Ester−Boronic Acid Cross-Coupling. Catalysis Using Alkylative Activation of the Palladium Thiolate Intermediate
  作者：Cecile Savarin、Jiri Srogl、Lanny S. Liebeskind

  DOI：10.1021/ol000231a

  日期：2000.10.1

  [GRAPHICS]Thiol esters and boronic acids do not participate in cross-coupling in the presence of palladium catalysts. However, efficient palladium-catalyzed thiol ester-boronic acid cross-coupling is observed when simple alkylating agents are present. Alkylative conversion of the very stable palladium-thiolate bond to a labile palladium-thioether bond is presumed to be crucial to the catalysis. Of the systems studied, 4-halo-nbutyl thiol esters were most effective in this cross-coupling.