N,N',N''-(benzene-1,3,5-triyl)triisonicotinamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N,N',N''-(benzene-1,3,5-triyl)triisonicotinamide
• 英文别名: N-[3,5-bis(pyridine-4-carbonylamino)phenyl]pyridine-4-carboxamide
• 化学式: C₂₄H₁₈N₆O₃
• 分子量: 438.445
• InChiKey: XHAWHFPZWRPAQT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.63
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  125.97
• 氢给体数：
  3.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  1,3,5-三溴苯 、 4-吡啶甲酰胺 在 2-(二环己基膦)3,6-二甲氧基-2′,4′,6′-三异丙基-1,1′-联苯 、 水 、 palladium diacetate 、 potassium carbonate 作用下， 以 叔丁醇 为溶剂， 反应 24.0h， 以60%的产率得到N,N',N''-(benzene-1,3,5-triyl)triisonicotinamide
  参考文献：
  名称：

  Extension of the Pd-catalyzed C N bond forming reaction to the synthesis of large polydentate ligands containing N H functions

  摘要：

  The use of Pd(0) mediated C-N coupling reaction for the synthesis of large polydentate ligands functionalized with NH groups is described. The protocol has been applied to the synthesis of polycarboxylic ligands and polypyridyl ligands, starting from common aryl halides containing a central phenyl or biphenyl core as electrophiles. Different aromatic amines or isonicotinamide have been used as nucleophiles. In all cases the ligands have been isolated in high yields and purity. The products have been characterized by means of FTIR, H-1 NMR, C-13{H-1} NMR, EI-MS or CI-MS and elemental analysis. The X-ray structure of N, N'-(biphenyl-4,4'-diyl) diisonicotinamide has also been solved. (C) 2017 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2017.06.029