1-(6-methylpyridin-2-yl)-N-[(1R)-1-naphthalen-2-ylethyl]methanimine | 1394985-90-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-(6-methylpyridin-2-yl)-N-[(1R)-1-naphthalen-2-ylethyl]methanimine
• CAS: 1394985-90-0
• 化学式: C₁₉H₁₈N₂
• 分子量: 274.365
• InChiKey: UIFAKVFGWNWPBS-OAHLLOKOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  25.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  6-甲基-2-吡啶甲醛 、 (R)-(+)-1-(2-萘基)乙胺 以 甲苯 为溶剂， 反应 12.0h， 生成 1-(6-methylpyridin-2-yl)-N-[(1R)-1-naphthalen-2-ylethyl]methanimine
  参考文献：
  名称：

  Application of rapidly generated bidentate ligand libraries to zinc catalyzed reductions

  摘要：

  A methodology for the combinatorial synthesis of bidentate ligands - allowing direct screening of reaction products without the need for isolation or purification - has been employed in a zinc catalyzed hydrosilylation. This reaction allowed the robustness of the methodology to be examined, by employing it in a challenging case where the metal complex is not pre-formed prior to catalysis. Four different ligand families have been examined: imines, aminals, bis-imines and oxazolines and related compounds, with a small library of each type produced and directly screened in the reaction. Three ligands providing enantioselectivities of 50% or more in this very challenging reaction were identified, and ees and conversions were equivalent whether the ligand was obtained as a crude mixture from a library synthesis or as an isolated, purified compound. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.06.013
• 作为试剂：
  描述：

  苯乙酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 1-(6-methylpyridin-2-yl)-N-[(1R)-1-naphthalen-2-ylethyl]methanimine 、 diethylzinc 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以50%的产率得到
  参考文献：
  名称：

  Application of rapidly generated bidentate ligand libraries to zinc catalyzed reductions

  摘要：

  A methodology for the combinatorial synthesis of bidentate ligands - allowing direct screening of reaction products without the need for isolation or purification - has been employed in a zinc catalyzed hydrosilylation. This reaction allowed the robustness of the methodology to be examined, by employing it in a challenging case where the metal complex is not pre-formed prior to catalysis. Four different ligand families have been examined: imines, aminals, bis-imines and oxazolines and related compounds, with a small library of each type produced and directly screened in the reaction. Three ligands providing enantioselectivities of 50% or more in this very challenging reaction were identified, and ees and conversions were equivalent whether the ligand was obtained as a crude mixture from a library synthesis or as an isolated, purified compound. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2012.06.013

文献信息

• Application of rapidly generated bidentate ligand libraries to zinc catalyzed reductions
  作者：Tariq Zaman、Robin Frauenlob、Robert McCarthy、Carolyn M. Walsh、Enda Bergin

  DOI：10.1016/j.jorganchem.2012.06.013

  日期：2012.10

  A methodology for the combinatorial synthesis of bidentate ligands - allowing direct screening of reaction products without the need for isolation or purification - has been employed in a zinc catalyzed hydrosilylation. This reaction allowed the robustness of the methodology to be examined, by employing it in a challenging case where the metal complex is not pre-formed prior to catalysis. Four different ligand families have been examined: imines, aminals, bis-imines and oxazolines and related compounds, with a small library of each type produced and directly screened in the reaction. Three ligands providing enantioselectivities of 50% or more in this very challenging reaction were identified, and ees and conversions were equivalent whether the ligand was obtained as a crude mixture from a library synthesis or as an isolated, purified compound. (C) 2012 Elsevier B.V. All rights reserved.