2-(五氟苯基羟甲基)呋喃 | 1016971-15-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-(五氟苯基羟甲基)呋喃
• 英文名称: 2-(pentafluorophenylhydroxymethyl)furan
• 英文别名: furan-2-yl(perfluorophenyl)methanol；Furan-2-yl-(2,3,4,5,6-pentafluorophenyl)methanol；furan-2-yl-(2,3,4,5,6-pentafluorophenyl)methanol
• CAS: 1016971-15-5
• 化学式: C₁₁H₅F₅O₂
• 分子量: 264.152
• InChiKey: LQYHQAONZCAOSG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  33.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  2-(五氟苯基羟甲基)呋喃 在 三氟化硼乙醚 、 air 、 三氯化铁 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以2.5%的产率得到21,22,23,24-tetraoxaisophlorin
  参考文献：
  名称：

  Planar Meso Pentafluorophenyl Core Modified Isophlorins

  摘要：

  Isophlorins and its analogues bridge be structural features between porphyrins and annulenes. Invariably they are known to be unstable but can be stabilized by appropriate substituents in the core and periphery of a macrocycle. Solid-state characterization of these 20 pi systems displays planarity for each macrocycle and even in their supramolecular arrangement due to C-H center dot center dot F-C interactions.

  DOI：

  10.1021/ja710664y
• 作为产物：
  描述：

  以 水 为溶剂， 生成 2-(五氟苯基羟甲基)呋喃
  参考文献：
  名称：

  N-heterocyclic carbene-catalysed pentafluorophenylation of aldehydes

  摘要：

  N-杂环卡宾已被用作高效的有机催化剂，用于催化含氟芳基三甲基硅烷与醛的多氟苯基化反应，产率为49-99%。

  DOI：

  10.1039/c5ra05487g

文献信息

• Regioselective Magnesiations of Fluorinated Arenes and Heteroarenes Using Magnesium‐ <i>bis</i> ‐Diisopropylamide (MBDA) in Hydrocarbons
  作者：Andreas Hess、Nurtalya Alandini、Yusuf C. Guersoy、Paul Knochel

  DOI：10.1002/anie.202206176

  日期：2022.7.18

  Various fluoro-substituted aromatics and heterocycles were magnesiated with the hydrocarbon-soluble organomagnesium amide (iPr2N)2Mg (magnesium-bis-diisopropylamide; MBDA) at non-cryogenic temperatures providing thermally stable arylmagnesium amides (or diheteroarylmagnesium amides in the case of heterocyclic substrates). Trapping reactions with typical electrophiles furnished polyfunctional fluoro-substituted

  各种氟取代的芳烃和杂环化合物在非低温温度下用烃溶性有机氨基镁 ( i Pr 2 N) 2 Mg（双二异丙基氨基镁；MBDA）镁化，提供热稳定的芳基氨基镁（或二杂芳基氨基镁）杂环底物）。与典型亲电试剂的捕获反应提供了多官能团氟取代的结构单元。
• N-heterocyclic carbene-catalysed pentafluorophenylation of aldehydes
  作者：Guang-Fen Du、Fen Xing、Cheng-Zhi Gu、Bin Dai、Lin He

  DOI：10.1039/c5ra05487g

  日期：——

  N-heterocyclic carbenes have been utilized as highly efficient organocatalysts to catalyse multifluorophenylation of aldehydes with fluorinated aryltrimethylsilanes to afford the corresponding adducts in 49–99% yields.

  N-杂环卡宾已被用作高效的有机催化剂，用于催化含氟芳基三甲基硅烷与醛的多氟苯基化反应，产率为49-99%。
• Planar <i>Meso</i> Pentafluorophenyl Core Modified Isophlorins
  作者：J. Sreedhar Reddy、Venkataramanarao G. Anand

  DOI：10.1021/ja710664y

  日期：2008.3.1

  Isophlorins and its analogues bridge be structural features between porphyrins and annulenes. Invariably they are known to be unstable but can be stabilized by appropriate substituents in the core and periphery of a macrocycle. Solid-state characterization of these 20 pi systems displays planarity for each macrocycle and even in their supramolecular arrangement due to C-H center dot center dot F-C interactions.