9-[(4-Methoxyphenyl)methyl]-9-borabicyclo[3.3.1]nonane | 55343-50-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 9-[(4-Methoxyphenyl)methyl]-9-borabicyclo[3.3.1]nonane
• CAS: 55343-50-5
• 化学式: C₁₆H₂₃BO
• 分子量: 242.169
• InChiKey: DIXDPYCCJNBNGG-UHFFFAOYSA-N

物化性质

• 沸点：
  360.5±21.0 °C(Predicted)
• 密度：
  0.98±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-[(4-Methoxyphenyl)methyl]-9-borabicyclo[3.3.1]nonane 在 2-双环己基膦-2',6'-二甲氧基联苯 、 palladium diacetate 、 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 2,4-bis(4-methoxybenzyl)-phenol
  参考文献：
  名称：

  Palladium-Catalyzed Cross-Coupling of B-Benzyl-9-borabicyclo[3.3.1]nonane To Furnish Methylene-Linked Biaryls

  摘要：

  [GRAPHICS]Benzylboranes are noticeably uncommon partners within Suzuki-Miyaura coupling reactions. B-Benzyl-9-BBN was successfully coupled to a range of aryl/heteroaryl bromides, chlorides, and triflates to give pharmacologically important methylene-linked biaryl structures. Activated, deactivated, and sterically hindered substrates were successfully coupled in high yield using Pd(PPh3)(4) or Pd(OAc)(2) with SPhos as the catalyst system.

  DOI：

  10.1021/ol051929x
• 作为产物：
  描述：

  4-methoxybenzylmagnesium chloride 、 8-甲氧基-9-硼杂双环[3.3.1]壬烷 以 四氢呋喃 、 正己烷 为溶剂， 生成 9-[(4-Methoxyphenyl)methyl]-9-borabicyclo[3.3.1]nonane
  参考文献：
  名称：

  Palladium-Catalyzed Cross-Coupling of B-Benzyl-9-borabicyclo[3.3.1]nonane To Furnish Methylene-Linked Biaryls

  摘要：

  [GRAPHICS]Benzylboranes are noticeably uncommon partners within Suzuki-Miyaura coupling reactions. B-Benzyl-9-BBN was successfully coupled to a range of aryl/heteroaryl bromides, chlorides, and triflates to give pharmacologically important methylene-linked biaryl structures. Activated, deactivated, and sterically hindered substrates were successfully coupled in high yield using Pd(PPh3)(4) or Pd(OAc)(2) with SPhos as the catalyst system.

  DOI：

  10.1021/ol051929x

文献信息

• Palladium-Catalyzed Cross-Coupling of <i>B</i>-Benzyl-9-borabicyclo[3.3.1]nonane To Furnish Methylene-Linked Biaryls
  作者：Alice Flaherty、Amy Trunkfield、William Barton

  DOI：10.1021/ol051929x

  日期：2005.10.1

  [GRAPHICS]Benzylboranes are noticeably uncommon partners within Suzuki-Miyaura coupling reactions. B-Benzyl-9-BBN was successfully coupled to a range of aryl/heteroaryl bromides, chlorides, and triflates to give pharmacologically important methylene-linked biaryl structures. Activated, deactivated, and sterically hindered substrates were successfully coupled in high yield using Pd(PPh3)(4) or Pd(OAc)(2) with SPhos as the catalyst system.