biphenyl-4,4'-dicarboxylic acid bis(1-amino-1-phenylmethylideneamide) | 1313436-60-0

• 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: biphenyl-4,4'-dicarboxylic acid bis(1-amino-1-phenylmethylideneamide)
• 英文别名: biphenyl-4,4'-dicarboxylic acid bis[(amino(phenyl)methylidene)amide]；N-[amino(phenyl)methylidene]-4-[4-[[amino(phenyl)methylidene]carbamoyl]phenyl]benzamide
• CAS: 1313436-60-0
• 化学式: C₂₈H₂₂N₄O₂
• 分子量: 446.508
• InChiKey: QEZUXXFADMZCJE-UHFFFAOYSA-N

物化性质

• 密度：
  1.21±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.8
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  111
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  tetrakis(actonitrile)copper(I) hexafluorophosphate 、 biphenyl-4,4'-dicarboxylic acid bis(1-amino-1-phenylmethylideneamide) 以 N,N-二甲基甲酰胺 为溶剂， 以50%的产率得到cis-[Cu(biphenyl-4,4'-dicarboxylic acid bis(1-amino-1-phenylmethylideneamide)-N,O]3
  参考文献：
  名称：

  Metallomacrocyclic Complexes by Self‐Assembly of Ni ^II and Cu ^II Ions and Chelating Bis( N ‐acylamidines)

  摘要：

  AbstractBis(N‐acylamidines) 1, which contain various rigid or flexible spacer units with different spatial orientations, are potent bis(bidentate) ligands for the coordination of metal ions. Treatment of 1 with NiII or CuII salts gave two 2:2 (3) and four 3:3 (4) metallomacrocycles by self‐assembly. The structures of the hitherto unknown products were determined by the geometry of the ligands that incorporate either linear or bent spacers between the two binding sites. Complex 3b is especially interesting due to its two vinyl subunits orientated perpendicular to the plane of the molecule. Complexes 3 and 4 crystallize in planar layers with intercalated solvent molecules (N,N‐dimethylformamide, dimethyl sulfoxide). The molecular structures of five coordination compounds in the solid state have been elucidated by X‐ray diffraction.

  DOI：

  10.1002/ejic.201101350
• 作为产物：
  描述：

  苯甲脒 、 4,4'-苯偶酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以75%的产率得到biphenyl-4,4'-dicarboxylic acid bis(1-amino-1-phenylmethylideneamide)
  参考文献：
  名称：

  双臂和三臂富氮螯合配体的合成和聚集特性：新型双（N-酰脒）、三（N-酰脒）和双（三氮杂戊二烯）具有柔性或刚性间隔物

  摘要：

  双臂和三臂配体，如双（N-酰脒）7 和 9、三（N-酰脒）8 和双（1,3,5-三氮杂五-1,3-二烯）10，配体之间具有不同的间隔物从二胺、三胺或二羧酸衍生物开始，很容易以中等至良好的产率制备。因此，二胺和三胺与 N-酰基酰亚胺 3 的反应分别导致通过氨基连接的双（N-酰基脒）7 和三（N-酰基脒）8。从二羧酸二氯化物和脒开始获得通过羰基互连的配体9。通过碳原子连接的双（三氮杂戊二烯）10 由二酰胺合成，其转化为双（N-亚氨酰亚胺酸酯）17，然后与去质子化的胺反应。由于分子内和分子间的氢键作用，这些化合物在固态下表现出不同的聚集行为。所有化合物都经过全面表征，包括通过 X 射线衍射。

  DOI：

  10.1002/ejoc.201100218

文献信息

• Synthesis and Aggregation Properties of Two- and Three-Armed Nitrogen-Rich Chelate Ligands: Novel Bis(N-acylamidines), Tris(N-acylamidines) and Bis(triazapentadienes) with Flexible or Rigid Spacers
  作者：Juliana Isabel Clodt、Christof Wigbers、Ralph Reiermann、Roland Fröhlich、Ernst-Ulrich Würthwein

  DOI：10.1002/ejoc.201100218

  日期：2011.6

  and three-armed ligands, like bis(N-acylamidines) 7 and 9, tris(N-acylamidines) 8 and bis(1,3,5-triazapenta-1,3-dienes) 10 with different spacers between the ligand moieties, have been easily prepared in moderate-to-good yields starting from diamines, triamines or dicarboxylic acid derivatives. Thus, the reaction of diamines and triamines with N-acylimidates 3 led to bis(N-acylamidines) 7 and tris(N-acylamidines)

  双臂和三臂配体，如双（N-酰脒）7 和 9、三（N-酰脒）8 和双（1,3,5-三氮杂五-1,3-二烯）10，配体之间具有不同的间隔物从二胺、三胺或二羧酸衍生物开始，很容易以中等至良好的产率制备。因此，二胺和三胺与 N-酰基酰亚胺 3 的反应分别导致通过氨基连接的双（N-酰基脒）7 和三（N-酰基脒）8。从二羧酸二氯化物和脒开始获得通过羰基互连的配体9。通过碳原子连接的双（三氮杂戊二烯）10 由二酰胺合成，其转化为双（N-亚氨酰亚胺酸酯）17，然后与去质子化的胺反应。由于分子内和分子间的氢键作用，这些化合物在固态下表现出不同的聚集行为。所有化合物都经过全面表征，包括通过 X 射线衍射。
• Metallomacrocyclic Complexes by Self‐Assembly of Ni ^II and Cu ^II Ions and Chelating Bis( <i>N</i> ‐acylamidines)
  作者：Juliana Isabel Clodt、Roland Fröhlich、Matthias Eul、Ernst‐Ulrich Würthwein

  DOI：10.1002/ejic.201101350

  日期：2012.3

  AbstractBis(N‐acylamidines) 1, which contain various rigid or flexible spacer units with different spatial orientations, are potent bis(bidentate) ligands for the coordination of metal ions. Treatment of 1 with NiII or CuII salts gave two 2:2 (3) and four 3:3 (4) metallomacrocycles by self‐assembly. The structures of the hitherto unknown products were determined by the geometry of the ligands that incorporate either linear or bent spacers between the two binding sites. Complex 3b is especially interesting due to its two vinyl subunits orientated perpendicular to the plane of the molecule. Complexes 3 and 4 crystallize in planar layers with intercalated solvent molecules (N,N‐dimethylformamide, dimethyl sulfoxide). The molecular structures of five coordination compounds in the solid state have been elucidated by X‐ray diffraction.