2-[1-(2,3,4,5,6-Pentafluorophenyl)ethyl]-1,3,2-benzodioxaborole | 897049-54-6

• 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: 2-[1-(2,3,4,5,6-Pentafluorophenyl)ethyl]-1,3,2-benzodioxaborole
• CAS: 897049-54-6
• 化学式: C₁₄H₈BF₅O₂
• 分子量: 314.019
• InChiKey: YMSYDYHOFRGBNY-UHFFFAOYSA-N

物化性质

• 沸点：
  295.1±50.0 °C(Predicted)
• 密度：
  1.41±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.98
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-[1-(2,3,4,5,6-Pentafluorophenyl)ethyl]-1,3,2-benzodioxaborole 在 sodium hydroxide 、 双氧水 作用下， 生成 1-(五氟苯基)乙醇
  参考文献：
  名称：

  Critical Role of Catalysts and Boranes for Controlling the Regioselectivity in the Rhodium-Catalyzed Hydroboration of Fluoroolefins

  摘要：

  [GRAPHICS]Catalytic hydroboration of perfluoroalkylethylenes (RFCH=CH2) with cationic and neutral rhodium complexes allows for selective access to either regioisomeric alcohol after hydroboration with catechol and pinacolboranes, followed by oxidation with alkaline hydrogen peroxide.

  DOI：

  10.1021/ol9909583
• 作为产物：
  描述：

  2,3,4,5,6-五氟苯乙烯 、 儿萘酚硼烷 在 Wilkinson's catalyst 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 2-[1-(2,3,4,5,6-Pentafluorophenyl)ethyl]-1,3,2-benzodioxaborole
  参考文献：
  名称：

  Critical Role of Catalysts and Boranes for Controlling the Regioselectivity in the Rhodium-Catalyzed Hydroboration of Fluoroolefins

  摘要：

  [GRAPHICS]Catalytic hydroboration of perfluoroalkylethylenes (RFCH=CH2) with cationic and neutral rhodium complexes allows for selective access to either regioisomeric alcohol after hydroboration with catechol and pinacolboranes, followed by oxidation with alkaline hydrogen peroxide.

  DOI：

  10.1021/ol9909583

文献信息

• Rhodium(I) acetylacetonato complexes containing phosphinoalkynes as catalysts for the hydroboration of vinylarenes
  作者：Christopher M Vogels、Andreas Decken、Stephen A Westcott

  DOI：10.1139/v05-242

  日期：2006.2.1

  Three novel rhodium(I) acetylacetonato (acac) complexes bearing phosphinoalkynes (Ph₂PC≡C-t-Bu, Ph₂PC≡CPPh₂, and Ph₂PC≡CC≡CPPh₂) have been prepared and characterized fully. Addition of B₂cat₃ (cat = 1,2-O₂C₆H₄) to Rh(acac)(Ph₂PC≡C-t-Bu)₂ (1a) led to zwitterionic Rh(η⁶-catBcat)(Ph₂PC≡C-t-Bu)₂ (2a), the first example of this type of compound to contain monodentate phosphine ligands. All new rhodium complexes have been investigated for their ability to catalyse the hydroboration of vinylarenes.Key words: catalysis, hydroboration, phosphinoalkynes, regioselectivity, rhodium.

  我们制备了三种新型乙酰丙酮(acac)铑(I)配合物，并对其进行了全面表征，这些配合物含有膦炔（Ph2PC≡C-t-Bu、Ph2PC≡CPPh2 和 Ph2PC≡CC≡CPPh2）。在 Rh(acac)(Ph2PC≡C-t-Bu)2（1a）中加入 B2cat3（cat = 1,2-O2C6H4）可得到齐聚物 Rh(η6-catBcat)(Ph2PC≡C-t-Bu)2（2a），这是此类化合物中第一个含有单齿膦配体的实例。我们对所有新的铑配合物催化乙烯基炔的氢硼化反应的能力进行了研究。
• Critical Role of Catalysts and Boranes for Controlling the Regioselectivity in the Rhodium-Catalyzed Hydroboration of Fluoroolefins
  作者：P. Veeraraghavan Ramachandran、Michael P. Jennings、Herbert C. Brown

  DOI：10.1021/ol9909583

  日期：1999.11.1

  [GRAPHICS]Catalytic hydroboration of perfluoroalkylethylenes (RFCH=CH2) with cationic and neutral rhodium complexes allows for selective access to either regioisomeric alcohol after hydroboration with catechol and pinacolboranes, followed by oxidation with alkaline hydrogen peroxide.