| 1197180-68-9

• 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
• CAS: 1197180-68-9
• 化学式: C₂₉H₃₀N₄O₄
• 分子量: 498.582
• InChiKey: APCNPLCZBGSSIY-XMMPIXPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  37.0
• 可旋转键数：
  9.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  99.74
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  在 氯化铵 、 锌 作用下， 以 水 、 丙酮 为溶剂， 反应 0.13h， 以79%的产率得到(S)-2-(4-isopropyl-4,5-dihydrooxazol-2-yl)-6-(4-(9-methyl-1,10-phenanthrolin-2-yl)butoxy)aniline
  参考文献：
  名称：

  Dramatic Improvement in Catalyst Loadings and Molar Ratios of Coupling Partners for Ni/Cr-Mediated Coupling Reactions: Heterobimetallic Catalysts

  摘要：

  Two new ligands 1a,b are reported. Upon treatment with 1 equiv of NiCl2 center dot(MeOCH2)(2), 1a,b give the corresponding Ni complexes. X-ray analysis of 1a-NiCl2 established that the NiCl2 is selectively coordinated to the phenanthroline nitrogens. Ni/Cr heterobimetallic catalysts 1a,b center dot CrCl2/NiCl2, prepared from 1a,b center dot NiCl2, have been shown to behave exceptionally well in catalytic asymmetric Ni/Cr-mediated couplings, with highlights including the following: (1) 1-2 mol % catalyst is sufficient to complete the coupling; (2) only negligible amounts of the dimers, byproducts formed through the alkenyl Ni species, are observed; (3) the coupling goes to completion even with a 1:1 molar ratio of the coupling partners; and (4) the asymmetric induction is practically identical with that obtained from the coupling with the Cr catalysts prepared from (S)-sulfonamides 2a,b. The scope of the new Ni/Cr heterobimetallic catalysts was briefly studied using four additional aldehydes. The applicability of the new catalysts to polyfunctional substrates was demonstrated by two C-C bond formations chosen from the hatichondrin/E7389 synthesis as examples.

  DOI：

  10.1021/ja9079308
• 作为产物：
  描述：

  (S)-3-(4-isopropyl-4,5-dihydrooxazol-2-yl)-2-nitrophenol 、 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以60%的产率得到
  参考文献：
  名称：

  Dramatic Improvement in Catalyst Loadings and Molar Ratios of Coupling Partners for Ni/Cr-Mediated Coupling Reactions: Heterobimetallic Catalysts

  摘要：

  Two new ligands 1a,b are reported. Upon treatment with 1 equiv of NiCl2 center dot(MeOCH2)(2), 1a,b give the corresponding Ni complexes. X-ray analysis of 1a-NiCl2 established that the NiCl2 is selectively coordinated to the phenanthroline nitrogens. Ni/Cr heterobimetallic catalysts 1a,b center dot CrCl2/NiCl2, prepared from 1a,b center dot NiCl2, have been shown to behave exceptionally well in catalytic asymmetric Ni/Cr-mediated couplings, with highlights including the following: (1) 1-2 mol % catalyst is sufficient to complete the coupling; (2) only negligible amounts of the dimers, byproducts formed through the alkenyl Ni species, are observed; (3) the coupling goes to completion even with a 1:1 molar ratio of the coupling partners; and (4) the asymmetric induction is practically identical with that obtained from the coupling with the Cr catalysts prepared from (S)-sulfonamides 2a,b. The scope of the new Ni/Cr heterobimetallic catalysts was briefly studied using four additional aldehydes. The applicability of the new catalysts to polyfunctional substrates was demonstrated by two C-C bond formations chosen from the hatichondrin/E7389 synthesis as examples.

  DOI：

  10.1021/ja9079308