(S)-1-phenyl-N-(quinolin-2-ylmethylene)ethylamine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (S)-1-phenyl-N-(quinolin-2-ylmethylene)ethylamine
• 英文别名: N-[(1S)-1-phenylethyl]-1-quinolin-2-ylmethanimine
• 化学式: C₁₈H₁₆N₂
• 分子量: 260.338
• InChiKey: BIYXOQBSZXEEGI-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  25.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  bis[dimethyl(μ-dimethylsulfide)platinum(II)] 、 (S)-1-phenyl-N-(quinolin-2-ylmethylene)ethylamine 以 丙酮 为溶剂， 以79%的产率得到[PtMe2(2-((S)-CHNCH(Me)C6H5)C9H6N)]*H2O
  参考文献：
  名称：

  Oxidative addition of methyl iodide to dimethylplatinum (II) compounds containing bulky and/or chiral ligands. Crystal structure of compound [PtMe3I{1-(Me2NCH2 CH2NCH)C10H7}]

  摘要：

  Compound [PtMe2{1-(Me2NCH2CH2NCH)C-10 H-7}] (2a) gave upon reaction with methyl iodide platinum (IV) compound [PtMe3I{1-(Me2NCH2CH2NCH)C10H7}] (3a) as a single isomer which was characterised structurally. Upon standing in solution, two isomers of 3a were detected by H-1 NMR. New chiral compounds [PtMe2(N,N'-chelate)] (N,N' = 2-((S)-CHNCH(Me)C6H5)C9H6N (2b), 2-((R)-CHNCH(Me)C10H7)C5H4N (2c) and 2-((R)-CHNCH(Me)C10H7)C9H6N (2d)) were obtained from [Pt2Me4(mu-SMe2)(2)] and the corresponding diimines. The oxidative addition of methyl iodide to compounds 2b-2d gave two diastereomers each of compounds [PtMe3I(N,N'-chelate)] in nearly equal amounts. All new platinum (II) and platinum (IV) compounds were fully characterised. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2003.08.002
• 作为产物：
  描述：

  喹啉-2-甲醛 、 (S)-(-)- α-甲基苄胺 在 sodium sulfate 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以82%的产率得到(S)-1-phenyl-N-(quinolin-2-ylmethylene)ethylamine
  参考文献：
  名称：

  对映选择性铜（I）催化环状烯烃烯丙基氧化的新型N，N齿状配体。

  摘要：

  事实证明，含有2-喹啉基部分的新型N，N-二齿Schiff碱配体可有效赋予铜（I）催化的各种环状烯烃高反应性和中至高对映选择性（最高84％ee）与过苯甲酸叔丁酯。作为铜（I）源，我们使用了三氟甲磺酸铜（II）/苯肼[Cu（OTf）2 / PhNHNH 2 ]和四（乙腈）铜六氟磷酸盐[Cu（CH 3 CN）4 PF 6 ]。使用相同的N，N齿状席夫碱配体，前者显示出高反应活性，而后者显示出高对映选择性。

  DOI：

  10.1002/adsc.200800457

文献信息

• Novel N,N-Bidentate Ligands for Enantioselective Copper(I)- Catalyzed Allylic Oxidation of Cyclic Olefins
  作者：Qitao Tan、Masahiko Hayashi

  DOI：10.1002/adsc.200800457

  日期：2008.11.3

  New N,N-bidentate Schiff base ligands containing the 2-quinolyl moiety proved to be effective in conferring high reactivity and moderate to high enantioselectivity (up to 84% ee) to the copper(I)-catalyzed asymmetric allylic oxidation of various cylic olefins with tert-butyl perbenzoate. As copper(I) sources, we employed copper(II) triflate/phenylhydrazine [Cu(OTf)2/PhNHNH2] and tetra(acetonitrile)copper

  事实证明，含有2-喹啉基部分的新型N，N-二齿Schiff碱配体可有效赋予铜（I）催化的各种环状烯烃高反应性和中至高对映选择性（最高84％ee）与过苯甲酸叔丁酯。作为铜（I）源，我们使用了三氟甲磺酸铜（II）/苯肼[Cu（OTf）2 / PhNHNH 2 ]和四（乙腈）铜六氟磷酸盐[Cu（CH 3 CN）4 PF 6 ]。使用相同的N，N齿状席夫碱配体，前者显示出高反应活性，而后者显示出高对映选择性。
• Oxidative addition of methyl iodide to dimethylplatinum (II) compounds containing bulky and/or chiral ligands. Crystal structure of compound [PtMe3I{1-(Me2NCH2 CH2NCH)C10H7}]
  作者：Margarita Crespo、Emilia Evangelio、Mercè Font-Bardı́a、Sonia Pérez、Xavier Solans

  DOI：10.1016/j.poly.2003.08.002

  日期：2003.11

  Compound [PtMe21-(Me2NCH2CH2NCH)C-10 H-7}] (2a) gave upon reaction with methyl iodide platinum (IV) compound [PtMe3I1-(Me2NCH2CH2NCH)C10H7}] (3a) as a single isomer which was characterised structurally. Upon standing in solution, two isomers of 3a were detected by H-1 NMR. New chiral compounds [PtMe2(N,N'-chelate)] (N,N' = 2-((S)-CHNCH(Me)C6H5)C9H6N (2b), 2-((R)-CHNCH(Me)C10H7)C5H4N (2c) and 2-((R)-CHNCH(Me)C10H7)C9H6N (2d)) were obtained from [Pt2Me4(mu-SMe2)(2)] and the corresponding diimines. The oxidative addition of methyl iodide to compounds 2b-2d gave two diastereomers each of compounds [PtMe3I(N,N'-chelate)] in nearly equal amounts. All new platinum (II) and platinum (IV) compounds were fully characterised. (C) 2003 Elsevier Ltd. All rights reserved.