1-(4-tert-butylphenyl)-5-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentane | 1240790-18-4

• 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: 1-(4-tert-butylphenyl)-5-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentane
• 英文别名: 2-[1-(4-Tert-butylphenyl)-5-phenylpentyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane；2-[1-(4-tert-butylphenyl)-5-phenylpentyl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
• CAS: 1240790-18-4
• 化学式: C₂₇H₃₉BO₂
• 分子量: 406.416
• InChiKey: DIDWGZNEIGXXOI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.11
• 重原子数：
  30
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-tert-butylphenyl)-5-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentane 在 双氧水 、 potassium hydroxide 作用下， 以 乙醚 、 水 为溶剂， 反应 1.0h， 生成 1-(4-tert-butylphenyl)-5-phenylpentan-1-ol
  参考文献：
  名称：

  Chemoselective and Regiospecific Suzuki Coupling on a Multisubstituted sp³-Carbon in 1,1-Diborylalkanes at Room Temperature

  摘要：

  The palladium-catalyzed Suzuki-Miyaura cross-coupling on a multisubstituted sp(3)-carbon in 1,1-diborylalkanes was achieved at room temperature. The generation of a monoborate intermediate by virtue of the adjacent B atom could result in the chemoselective coupling reaction under ambient conditions.

  DOI：

  10.1021/ja105176v
• 作为产物：
  描述：

  4-叔丁基溴苯 、 2,2'-(5-phenylpentane-1,1-diyl)bis(4,4,5,5-tetramethyl-1,3,2-dioxaborolane) 在 二(三叔丁基膦)钯 、 potassium hydroxide 作用下， 以 1,4-二氧六环 、 水 为溶剂， 以71%的产率得到1-(4-tert-butylphenyl)-5-phenyl-1-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)pentane
  参考文献：
  名称：

  Chemoselective and Regiospecific Suzuki Coupling on a Multisubstituted sp³-Carbon in 1,1-Diborylalkanes at Room Temperature

  摘要：

  The palladium-catalyzed Suzuki-Miyaura cross-coupling on a multisubstituted sp(3)-carbon in 1,1-diborylalkanes was achieved at room temperature. The generation of a monoborate intermediate by virtue of the adjacent B atom could result in the chemoselective coupling reaction under ambient conditions.

  DOI：

  10.1021/ja105176v

文献信息

• Chemoselective and Regiospecific Suzuki Coupling on a Multisubstituted sp³-Carbon in 1,1-Diborylalkanes at Room Temperature
  作者：Kohei Endo、Takahiro Ohkubo、Munenao Hirokami、Takanori Shibata

  DOI：10.1021/ja105176v

  日期：2010.8.18

  The palladium-catalyzed Suzuki-Miyaura cross-coupling on a multisubstituted sp(3)-carbon in 1,1-diborylalkanes was achieved at room temperature. The generation of a monoborate intermediate by virtue of the adjacent B atom could result in the chemoselective coupling reaction under ambient conditions.