pentafluorophenylborane

• 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: pentafluorophenylborane
• 英文别名: (2,3,4,5,6-Pentafluorophenyl)borane；(2,3,4,5,6-pentafluorophenyl)borane
• 化学式: C₆H₂BF₅
• 分子量: 179.885
• InChiKey: QXALIERKYGCHHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.64
• 重原子数：
  12
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  pentafluorophenylborane 在 [Rh(OH)(cod)]2 、 potassium tert-butylate 作用下， 以 甲基叔丁基醚 、 丙酮 为溶剂， 反应 4.0h， 生成 methyl 2-(4-chlorophenyl)-2-(perfluorophenyl)-3-phenylpropanoate
  参考文献：
  名称：

  Rhodium-Catalyzed Cross-Coupling Reaction of Arylboronates and Diazoesters and Tandem Alkylation Reaction for the Synthesis of Quaternary α,α-Heterodiaryl Carboxylic Esters

  摘要：

  A rhodium-catalyzed one-pot three-component coupling reaction was developed for the synthesis of quaternary alpha,alpha-heterodiaryl carboxylic esters. This reaction involves cross-coupling of the arylrhodium(I) complexes with alpha-aryldiazoacetates to form oxa-pi-allylrhodium complexes. With KOfBu and alkyl halides, tandem alkylation of the allyl complex occurs to form a quaternary stereocenter at the carbenic carbon.

  DOI：

  10.1021/ol2022577
• 作为产物：
  描述：

  溴五氟苯 在 三甲基氯硅烷 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.34h， 生成 pentafluorophenylborane
  参考文献：
  名称：

  H₂ activation using the first 1 : 1 : 1 hetero-tri(aryl)borane

  摘要：

  第一个1:1:1杂三(芳基)硼烷与不同的路易斯碱裂解H2，并研究了其电化学性质。

  DOI：

  10.1039/c6ra07007h

文献信息

• Generation of bis(pentafluorophenyl)borane–dimethyl sulfide complex as a solution of hexane and its application to hydroboration of alk-1-yne with pinacolborane
  作者：Masayuki Hoshi、Kazuya Shirakawa、Mitsuhiro Okimoto

  DOI：10.1016/j.tetlet.2007.09.176

  日期：2007.11

  A solution of bis(pentafluorophenyl)borane–dimethyl sulfide complex in hexane was generated by redistribution between tris(pentafluorophenyl)borane and borane–dimethyl sulfide complex. In the resulting solution a stoichiometric hydroboration of alk-1-yne with pinacolborane proceeded well at room temperature to afford (E)-alk-1-enylboronic acid pinacol ester in high yield. Bis(pentafluorophenyl)borane–dimethyl

  通过三（五氟苯基）硼烷与硼烷-二甲基硫醚络合物之间的重新分布，生成了双（五氟苯基）硼烷-二甲基硫醚络合物的己烷溶液。在所得溶液中，烷-1-炔与频哪醇硼烷的化学计量加氢硼化在室温下进行得很好，以高收率得到（E）-烷-1-烯基硼酸频哪醇酯。双（五氟苯基）硼烷-二甲基硫醚络合物充当硼氢化反应的介体。
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: B: B-Verb.8, 6, page 91 - 100
  作者：

  DOI：——

  日期：——
• Siebert, W., Angewandte Chemie - International Edition in English, 1970, vol. 9, p. 734
  作者：Siebert, W.

  DOI：——

  日期：——
• Rhodium-Catalyzed Cross-Coupling Reaction of Arylboronates and Diazoesters and Tandem Alkylation Reaction for the Synthesis of Quaternary α,α-Heterodiaryl Carboxylic Esters
  作者：Yuk-Tai Tsoi、Zhongyuan Zhou、Wing-Yiu Yu

  DOI：10.1021/ol2022577

  日期：2011.10.7

  A rhodium-catalyzed one-pot three-component coupling reaction was developed for the synthesis of quaternary alpha,alpha-heterodiaryl carboxylic esters. This reaction involves cross-coupling of the arylrhodium(I) complexes with alpha-aryldiazoacetates to form oxa-pi-allylrhodium complexes. With KOfBu and alkyl halides, tandem alkylation of the allyl complex occurs to form a quaternary stereocenter at the carbenic carbon.
• H₂ activation using the first 1 : 1 : 1 hetero-tri(aryl)borane
  作者：Robin J. Blagg、Gregory G. Wildgoose

  DOI：10.1039/c6ra07007h

  日期：——

  The first 1 : 1 : 1 hetero-tri(aryl)borane cleaves H₂ with various Lewis bases, and its electrochemistry is studied.

  第一个1:1:1杂三(芳基)硼烷与不同的路易斯碱裂解H2，并研究了其电化学性质。