Di-n-butyl-N,N'-bis(8-quinolyl)malonamide | 123038-39-1

• 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: Di-n-butyl-N,N'-bis(8-quinolyl)malonamide
• 英文别名: 2,2-dibutyl-N,N'-(8-quinolyl)malonamide；dibutyl-N,N'-bis(8-quinolyl)malonamide；5,5-bis-(N-8-quinolylcarbamoyl)nonane；5,5-bis(N-8-quinolylcarbamoyl)nonane；2,2-dibutyl-N,N'-di(quinolin-8-yl)propanediamide
• CAS: 123038-39-1
• 化学式: C₂₉H₃₂N₄O₂
• 分子量: 468.599
• InChiKey: BLBVAJDYCNZUOT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  35
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  84
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  zinc(II) acetate dihydrate 、 Di-n-butyl-N,N'-bis(8-quinolyl)malonamide 在 三乙胺 作用下， 以 乙醇 为溶剂， 以68%的产率得到
  参考文献：
  名称：

  Synthesis and properties of transition-metal complexes of 5,5-bis(N-8-quinolylcarbamoyl)nonane

  摘要：

  Several metal complexes of 5,5-bis(N-8-quinolylcarbamoyl)nonane (H2L1) and the copper(II) complex of 5,5-bis(N-2-methyl-8-quinolylcarbamoyl)nonane (H2L2) have been synthesised and their spectroscopic properties studied. Whereas complexes of Cu, Ni, Pd, Zn and Cd with H2L1 were obtained, no complex with Co and Pt could be isolated. On the other hand, the copper complex of H2L2 was readily obtained, but the nickel complex could not be isolated. These compounds can be formulated as [ML] in which the amide groups of H2L1 and H2L2 are fully deprotonated. They were characterized by mass, IR and H-1 NMR spectroscopy. Their ultraviolet-visible, luminescence and redox properties were also investigated.

  DOI：

  10.1039/dt9910001483
• 作为产物：
  描述：

  二丁基丙二酸 在 氯化亚砜 作用下， 以 苯 为溶剂， 反应 5.0h， 生成 Di-n-butyl-N,N'-bis(8-quinolyl)malonamide
  参考文献：
  名称：

  Synthesis and properties of transition-metal complexes of 5,5-bis(N-8-quinolylcarbamoyl)nonane

  摘要：

  Several metal complexes of 5,5-bis(N-8-quinolylcarbamoyl)nonane (H2L1) and the copper(II) complex of 5,5-bis(N-2-methyl-8-quinolylcarbamoyl)nonane (H2L2) have been synthesised and their spectroscopic properties studied. Whereas complexes of Cu, Ni, Pd, Zn and Cd with H2L1 were obtained, no complex with Co and Pt could be isolated. On the other hand, the copper complex of H2L2 was readily obtained, but the nickel complex could not be isolated. These compounds can be formulated as [ML] in which the amide groups of H2L1 and H2L2 are fully deprotonated. They were characterized by mass, IR and H-1 NMR spectroscopy. Their ultraviolet-visible, luminescence and redox properties were also investigated.

  DOI：

  10.1039/dt9910001483

文献信息

• <i>N</i>,<i>N</i>′-Di(8-quinolyl)glutaramide Exhibiting Highly Selective and Efficient Uphill Transport of Cu(II) through Liquid Membranes
  作者：Kazuhisa Hiratani、Kazuyuki Kasuga、Takuji Hirose、Kazuhiro Taguchi、Kyoko Fujiwara

  DOI：10.1246/bcsj.65.2381

  日期：1992.9

  found to be an excellent Cu(II) carrier in the transport through a chloroform liquid membrane. It can selectively and efficiently transport Cu(II) from a weakly acidic aqueous solution containing Cu(II), Zn(II), Ni(II), and Co(II). Several N,N′-di(8-quinolyl)glutaramide derivatives and their analogues have been prepared for comparison of this transport ability, which largely depends not only upon the

  N,N'-Di(8-quinolyl)glutaramide 被发现是一种极好的 Cu(II) 载体，用于通过氯仿液膜的传输。它可以选择性、高效地从含有 Cu(II)、Zn(II)、Ni(II) 和 Co(II) 的弱酸性水溶液中传输 Cu(II)。已经制备了几种 N,N'-二（8-喹啉基）戊二酰胺衍生物及其类似物来比较这种运输能力，这在很大程度上不仅取决于载体的结构，还取决于运输条件。
• Role of substituents in copper(<scp>II</scp>) extraction with N,N′-bis(8-quinolyl)malonamides
  作者：Takuji Hirose、Kazuhisa Hiratani、Kazuyuki Kasuga、Kiyoshi Saito、Tohru Koike、Eiichi Kimura、Yoshinobu Nagawa、Hiroshi Nakanishi

  DOI：10.1039/dt9920002679

  日期：——

  It has been found that substituents on N,N'-bis(8-quinolyl)malonamide play an important role in copper(II) extraction: among the substituents studied, benzyl groups dramatically increased extractability of the malonamide complex. The role of substituents is discussed on the basis of the results of titration and H-1 NMR measurements of copper(II) or nickel(II) complexes as well as copper(II)-extraction experiments. Intramolecular interactions between pi electrons of the benzyl group and the metal centre of the complex are proposed to occur.
• Hiratani, Kazuhisa; Taguchi, Kazuhiro; Ohhashi, Kozaburo, Chemistry Letters, 1989, p. 2073 - 2076
  作者：Hiratani, Kazuhisa、Taguchi, Kazuhiro、Ohhashi, Kozaburo、Nakayama, Hiroshi

  DOI：——

  日期：——
• N-(8-quinolyl)-N'-(2-pyridylmethyl)malonamide derivatives as a novel copper(II) carrier with high efficiency and selectivity for proton-driven uphill transport through liquid membranes
  作者：Kazuhisa Hiratani、Takuji Hirose、Kazuyuki Kasuga、Kiyoshi Saito

  DOI：10.1021/jo00052a019

  日期：1992.12

  Several N,N'-disubstituted malonamide derivatives have been designed as a carrier for ion transport. Their ability to transport transition-metal ions through liquid membranes has been investigated. It has been found that N-(8-quinolyl)-N'-(2-pyridylmethyl)malonamide derivatives can transport Cu(II) with high efficiency and selectivity against its concentration gradient from nearly a neutral aqueous phase (pH 6.2) to an acidic aqueous phase through a chloroform liquid membrane.