lithium;9-methylfluoren-9-ide | 64918-35-0

• 分子结构分类: 有机化合物 - 苯类化合物
• 英文名称: lithium;9-methylfluoren-9-ide
• CAS: 64918-35-0
• 化学式: C₁₄H₁₁*Li
• 分子量: 186.182
• InChiKey: DPBAWAFLBDGACR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.02
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  lithium;9-methylfluoren-9-ide 、 N-甲基-[1,1-联苯]-4-胺 以 四氢呋喃 为溶剂， 生成 9-甲基芴 、
  参考文献：
  名称：

  Ion Pair pKs of Some Amines: Extension of the Computed Lithium pK Scale

  摘要：

  The pK of p-(methylamino)biphenyl, 1, on our Li scale, pK(Li) = 22.09, compared to the cesium scale, pK(Cs) = 28.60. For hexamethyldisilazane, HMDS, pK(Li) = 23.05, pK(Cs) = 29.26. These results are those for the monomers in THF; corrections were made for dimers present in some cases. The pK(Li) of these two amines fit well the previously found correlation with Hartree-Fock calculations at 6-31+g(d) using RLi coordinated with three dirnethyl ethers as a computational model for RLi in THF. The results are also compared with earlier pK(Li)s reported from equilibria with lithium amides in which aggregation was not considered.

  DOI：

  10.1021/jo202253q
• 作为产物：
  描述：

  9-甲基芴 在 lithium aluminium tetrahydride 作用下， 以 氘代四氢呋喃 为溶剂， 生成 lithium;9-methylfluoren-9-ide
  参考文献：
  名称：

  LiAlH4 促进的芴基衍生物在空气中的串联还原/氧化

  摘要：

  在空气中用 LiAlH4 进行芴基化合物的串联还原/氧化，以良好的产率得到相应的 9-羟基芴基衍生物。这种使用 LiAlH4 的方法是前所未有的，很可能是通过有机铝中间体和所提出的机制进行的。

  DOI：

  10.1002/ejoc.201402642

文献信息

• Ion Pair p<i>K</i>s of Some Amines: Extension of the Computed Lithium p<i>K</i> Scale
  作者：Andrew Streitwieser、Antonio Facchetti、Linfeng Xie、Xingyue Zhang、Eric C. Wu

  DOI：10.1021/jo202253q

  日期：2012.1.20

  The pK of p-(methylamino)biphenyl, 1, on our Li scale, pK(Li) = 22.09, compared to the cesium scale, pK(Cs) = 28.60. For hexamethyldisilazane, HMDS, pK(Li) = 23.05, pK(Cs) = 29.26. These results are those for the monomers in THF; corrections were made for dimers present in some cases. The pK(Li) of these two amines fit well the previously found correlation with Hartree-Fock calculations at 6-31+g(d) using RLi coordinated with three dirnethyl ethers as a computational model for RLi in THF. The results are also compared with earlier pK(Li)s reported from equilibria with lithium amides in which aggregation was not considered.
• LiAlH₄-Promoted Tandem Reduction/Oxidation of Fluorenyl Derivatives under Air
  作者：Tetiana Matviiuk、Christophe Menendez、Chantal Carayon、Nathalie Saffon、Zoia Voitenko、Christian Lherbet、Michel Baltas

  DOI：10.1002/ejoc.201402642

  日期：2014.10

  The tandem reduction/oxidation of fluorenyl compounds was performed with LiAlH4 under air to afford the corresponding 9-hydroxyfluorenyl derivatives in good yields. This methodology with LiAlH4 is unprecedented and most likely proceeds by an organoaluminium intermediate, and in the proposed mechanism.

  在空气中用 LiAlH4 进行芴基化合物的串联还原/氧化，以良好的产率得到相应的 9-羟基芴基衍生物。这种使用 LiAlH4 的方法是前所未有的，很可能是通过有机铝中间体和所提出的机制进行的。