2,2'-dibenzyl-N,N'-bis(8-quinolyl)malonamide | 145600-19-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: 2,2'-dibenzyl-N,N'-bis(8-quinolyl)malonamide
• 英文别名: 2,2-dibenzyl-N,N'-di(quinolin-8-yl)propanediamide
• CAS: 145600-19-7
• 化学式: C₃₅H₂₈N₄O₂
• 分子量: 536.633
• InChiKey: LQUFLOCVKKPAPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  41
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.09
• 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：

  copper(II) acetate monohydrate 、 2,2'-dibenzyl-N,N'-bis(8-quinolyl)malonamide 以 乙醇 为溶剂， 以85%的产率得到
  参考文献：
  名称：

  Role of substituents in copper(II) extraction with N,N′-bis(8-quinolyl)malonamides

  摘要：

  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.

  DOI：

  10.1039/dt9920002679
• 作为产物：
  描述：

  二苄基丙二酸二乙酯 在 calcium sulfate 、 氢氧化钾 、 氯化亚砜 作用下， 以 乙醇 、 苯 为溶剂， 反应 5.0h， 生成 2,2'-dibenzyl-N,N'-bis(8-quinolyl)malonamide
  参考文献：
  名称：

  Role of substituents in copper(II) extraction with N,N′-bis(8-quinolyl)malonamides

  摘要：

  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.

  DOI：

  10.1039/dt9920002679

文献信息

• A New Family of Low‐Spin Co ^III Bis(amidate) Complexes with Two <i>cis</i> or <i>trans</i> Cyanides
  作者：Olaf Rotthaus、Sophie LeRoy、Alain Tomas、Kathleen M. Barkigia、Isabelle Artaud

  DOI：10.1002/ejic.200300645

  日期：2004.4

  Four low-spin dicyanodicarboxamidocobalt(III) complexes have been prepared from N,N′-bis(8-quinolyl)malonamide derivatives, the malonyl fragment of which was either unsubstituted (Et4N)[Co(BQM)(CN)2] (3a), monosubstituted by a benzyl group (Et4N)[Co(mono-BenzBQM)(CN)2] (3b), or disubstituted by two benzyl or two phenylethyl groups, (Et4N)[Co(di-BenzBQM)(CN)2] (3c) and (Et4N)[Co(di-PhEtBQM)(CN)2] (3d)

  已经从 N,N'-双 (8-喹啉基) 丙二酰胺衍生物制备了四种低自旋双氰基二甲酰胺钴 (III) 配合物，其丙二酰片段是未取代的 (Et4N)[Co(BQM)(CN)2] (3a )，被苄基 (Et4N)[Co(mono-BenzBQM)(CN)2] (3b) 单取代，或被两个苄基或两个苯乙基二取代，(Et4N)[Co(di-BenzBQM)(CN)2 ] (3c) 和 (Et4N)[Co(di-PhEtBQM)(CN)2] (3d)。3a 和 3c 的 X 射线晶体结构表明，四齿配体分别在 3a 和 3c 的钴中心周围采用螺旋或平面构型。配合物 3a-3d 在溶液中通过 1D 和 2D COZY HH 技术通过 1H NMR 光谱表征。3a和3c的固态结构保留在溶液中，配合物3b和3d分别采用与3a和3c相似的结构，表明丙二酸取代的水平决定了钴中心周围四齿配体的构型，并迫使氰化物配体采用顺式或反式取向。(©
• Synthesis, structure and catalytic activity of low-spin dicyano iron(III) complexes of N,N′-bis(quinolyl)malonamide derivatives
  作者：Olaf Rotthaus、Sophie Le Roy、Alain Tomas、Kathleen M. Barkigia、Isabelle Artaud

  DOI：10.1016/j.ica.2004.01.019

  日期：2004.6

  Two low-spin Fe(III) dicyano-dicarboxamido, complexes have been prepared from N,N'-bis(8-quinolyl)malonamide derivatives. Crystal structures show that the four nitrogen donors available to complex the metal are arranged in the equatorial plane with the two cyanides trans to each other in the axial positions when the malonyl moiety is disubstituted. In contrast, the unsubstituted malonyl results in only three nitrogens in the equatorial plane with the fourth in an apical position and the two cyanides occupying cis sites, one equatorial and the other axial. NMR analyses show that the solid state structure of both complexes is retained in solution. Both types of configurational complexes catalyze cyclic olefin oxidations with H2O2 but only the cis-dicyano complex catalyzes stilbene oxidation with formation of epoxides, diols and benzaldehyde. (C) 2004 Elsevier B.V. All rights reserved.