4-methyl-1,1'-binaphthalene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-methyl-1,1'-binaphthalene
• 英文别名: 1-Methyl-4-naphthalen-1-ylnaphthalene
• 化学式: C₂₁H₁₆
• 分子量: 268.358
• InChiKey: QHIHDPRSJIBZKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  1-溴代萘 、 4-甲基-1-萘硼酸 在 palladium diacetate potassium phosphate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以60%的产率得到4-methyl-1,1'-binaphthalene
  参考文献：
  名称：

  Polyfluorinated phosphine ligands in the room temperature Suzuki cross-coupling reactions

  摘要：

  Polyfluorinated phosphine ligands can be obtained by regioselective nucleophilic aromatic substitution on tetrafluoro-naphthalene derivatives. The ligand effciency has been demonstrated in the room temperature Suzuki coupling reactions of aryl bromides and aryl boronic acids. The described process allows access to a new class of highly versatile fluorinated phosphine ligands. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.09.016

文献信息

• Synthesis of Axially Chiral 1,1′-Binaphthalenes by Palladium-Catalysed Cross-Coupling Reactions of Triorganoindium Reagents
  作者：Ángeles Mosquera、Miguel A. Pena、José Pérez Sestelo、Luis A. Sarandeses

  DOI：10.1002/ejoc.201300042

  日期：2013.5

  heterocyclic analogues can be efficiently prepared by palladium-catalysed cross-coupling reactions between tri(1-naphthyl)indium reagents and 1-halonaphthalenes and haloisoquinolines. The reactions were usually carried out in THF at 80 °C with a slight excess of the indium reagent (40 mol-%) and a low catalyst loading (4 mol-% Pd) to afford the cross-coupling products in good yields (45–99 %). The method allows

  通过钯催化的三（1-萘基）铟试剂与 1-卤代萘和卤代异喹啉之间的交叉偶联反应，可以有效地制备 1,1'-联萘和杂环类似物。反应通常在 80 °C 的 THF 中进行，铟试剂略过量（40 mol%）和低催化剂负载（4 mol% Pd），以良好的产率提供交叉偶联产物（45 –99%）。该方法允许合成空间位阻的 2-取代和 2,2'-二取代 1,1'-联萘和萘基异喹啉。此外，偶联反应可以对映选择性进行，并通过使用手性氨基磷烷二茂铁基配体 (R,S)-PPFA 获得最佳对映体过量。
• Polyfluorinated phosphine ligands in the room temperature Suzuki cross-coupling reactions
  作者：Shahla Yekta、Lawrence Cheung、Andrei K. Yudin

  DOI：10.1016/j.tetlet.2007.09.016

  日期：2007.11

  Polyfluorinated phosphine ligands can be obtained by regioselective nucleophilic aromatic substitution on tetrafluoro-naphthalene derivatives. The ligand effciency has been demonstrated in the room temperature Suzuki coupling reactions of aryl bromides and aryl boronic acids. The described process allows access to a new class of highly versatile fluorinated phosphine ligands. (C) 2007 Elsevier Ltd. All rights reserved.