2-(3,4-Difluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane | 1214273-28-5

• 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: 2-(3,4-Difluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane
• 英文别名: 2-(3,4-difluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane
• CAS: 1214273-28-5
• 化学式: C₁₂H₁₅BF₂O₂
• 分子量: 240.058
• InChiKey: HOOVUWQNDLFLFP-UHFFFAOYSA-N

物化性质

• 沸点：
  299.0±30.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.26
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,4-二氟溴苯 、 4,4,6-trimethyl-1,3,2-dioxaborinane 在 1,1'-双(二苯基膦)二茂铁 、 1,3-bis[(diphenylphosphino)propane]dichloronickel(II) 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 18.0h， 以88%的产率得到2-(3,4-Difluorophenyl)-4,4,6-trimethyl-1,3,2-dioxaborinane
  参考文献：
  名称：

  Nickel-Catalyzed Borylation of Aryl Halides with 4,4,6-Trimethyl-1,3,2-dioxaborinane

  摘要：

  The nickel-catalyzed borylation of aryl iodides and bromides with 4,4,6-trimethyl-1,3,2-dioxaborinane was achieved. The mild reaction conditions employed allowed for the inclusion of common functional groups in aryl halides to be tolerated. A DFT study on the catalytic cycle shows that C-B bond formation occurs through sigma-bond metathesis between dialkoxyborane and arylnickel(II) halide intermediates.

  DOI：

  10.3987/com-12-s(n)28

文献信息

• Palladium- or Nickel-Catalyzed Coupling Reaction of Dialkoxyboranes with Chloroarenes: Arylation of 1,3,2-Dioxaborolanes or 1,3,2-Dioxaborinanes
  作者：Miki Murata、Tomoko Sambommatsu、Takeshi Oda、Shinji Watanabe、Yuzuru Masuda

  DOI：10.3987/com-09-s(s)63

  日期：——

  The borylation of electron-deficient aryl chlorides with pinacolborane proceeded in the presence of Bu4NI and a catalytic amount of Pd(dba)(2) / bis(2-di-tert-butylphosphinophenyl) ether. The combination of NiCl2(dppp) catalyst and Bu4NBr was also efficient for the borylation of aryl chlorides.
• Nickel-Catalyzed Borylation of Aryl Halides with 4,4,6-Trimethyl-1,3,2-dioxaborinane
  作者：Miki Murata、Yosuke Sogabe、Takeshi Namikoshi、Shinji Watanabe

  DOI：10.3987/com-12-s(n)28

  日期：——

  The nickel-catalyzed borylation of aryl iodides and bromides with 4,4,6-trimethyl-1,3,2-dioxaborinane was achieved. The mild reaction conditions employed allowed for the inclusion of common functional groups in aryl halides to be tolerated. A DFT study on the catalytic cycle shows that C-B bond formation occurs through sigma-bond metathesis between dialkoxyborane and arylnickel(II) halide intermediates.