1-(pentafluorophenyl)-2-phenylethanol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 1-(pentafluorophenyl)-2-phenylethanol
• 英文别名: 1-(perfluorophenyl)-2-phenylethanol；α-(2,3,4,5,6-Pentafluorbenzyl)-benzylalkohol；1-(2,3,4,5,6-pentafluorophenyl)-2-phenylethanol
• 化学式: C₁₄H₉F₅O
• 分子量: 288.217
• InChiKey: ZGOBGMUNZUGLEY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  1,2,3,4,5-tetrafluoro-6-styrylbenzene 在 二氯硼 作用下， 以76%的产率得到1-(pentafluorophenyl)-2-phenylethanol
  参考文献：
  名称：

  An Exceptional Hydroboration of Substituted Fluoroolefins Providing Tertiary Alcohols

  摘要：

  [GRAPHICS]A rare hydroboration-oxidation providing 3 degrees -alcohols has been achieved in the case of 1,1,2-perfluoroalkyl(MI)ethylenes. The hydroboration of substituted perfluoroalkyl(aryl)ethylenes with dichloroborane reveals that the regioselectivity does not entirely depend on the electronics of the fluoroolefins.

  DOI：

  10.1021/ol016779e

文献信息

• Regiochemical control of the catalytic asymmetric hydroboration of 1,2-diarylalkenes
  作者：Antonia Black、John M. Brown、Christophe Pichon

  DOI：10.1039/b508292g

  日期：——

  The hydroboration of stilbenes and related disubstituted alkenes catalysed by QUINAP complexes may proceed with high enantio- and regioselectivity; rhodium and iridium catalysts give the same product regioisomer but opposite enantiomers.

  QUINAP配合物催化的对苯乙烯和相关双取代烯烃的硼氢化反应可能具有很高的对映选择性和区域选择性。铑和铱催化剂产生相同的产物区域异构体，但相反的对映异构体。
• Benzyl bromide addition to pentafluorobenzaldehyde by Zaitsev-Barbier reaction promoted with complex systems underlain by iron pentacarbonyl
  作者：A. B. Terent’ev、T. T. Vasil’eva、A. A. Ambartsumyan、O. V. Chakhovskaya、N. E. Mysova、K. A. Kochetkov

  DOI：10.1134/s1070428009080119

  日期：2009.8

  Iron pentacarbonyl promots addition of benzylbromide to benzaldehydes by Zaitsev-Barbier reaction only in the presence of nucleophilic additives [HMPT or (S)-N-benzoyl-2-methoxycarbonylpyrrolidine].
• Ionic liquids in Barbier-Zaitsev reaction. Synthesis of 1-(perfluorophenyl)-2-phenylethanol in the presence of iron pentacarbonyl
  作者：T. T. Vasil’eva、A. A. Ambartsumyan、O. V. Chakhovskaya、K. A. Kochetkov

  DOI：10.1134/s1070428010050040

  日期：2010.5

  The addition of benzyl bromide to pentafluorobenzaldehyde promoted by metal complex systems underlain by Fe(CO)(5) in the presence of a molar amount of ionic liquid led to the formation of 1-(perfluorophenyl)-2-phenylethanol in up to 60% yield.