N,N'-bis[6'-methylpyridine-2'-carboxamide]-1,2-benzene | 80528-43-4

• 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'-bis[6'-methylpyridine-2'-carboxamide]-1,2-benzene
• 英文别名: N,N'-(o-phenylene)bis(6-methylpyridine-2-carboximide)；H2(6-Me2-bpb)；N,Na(2)-1,2-Phenylenebis[6-methyl-2-pyridinecarboxamide]；6-methyl-N-[2-[(6-methylpyridine-2-carbonyl)amino]phenyl]pyridine-2-carboxamide
• CAS: 80528-43-4
• 化学式: C₂₀H₁₈N₄O₂
• 分子量: 346.389
• InChiKey: LDUBWEAIWXRZSL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 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：

  N,N'-bis[6'-methylpyridine-2'-carboxamide]-1,2-benzene 、 copper diacetate 以 乙醇 、 水 为溶剂， 生成 Cu[N,N'-bis(6'-methylpyridine-2'-carboxamido)-1,2-benzene]
  参考文献：
  名称：

  Studies on the metalamide bond. IX. Metal complexes of some sterically hindered bis-picolinamide tetradentate ligands

  摘要：

  DOI：

  10.1016/s0020-1693(00)88591-6
• 作为产物：
  描述：

  6-甲基-2-吡啶甲酸 、 邻苯二胺 在 吡啶 、 亚磷酸三苯酯 作用下， 生成 N,N'-bis[6'-methylpyridine-2'-carboxamide]-1,2-benzene
  参考文献：
  名称：

  四齿镍 (II) 和钯 (II) 配合物对降冰片烯乙烯基聚合的空间和电子效应

  摘要：

  一系列带有 N4 型四齿配体的 Ni(II) 和 Pd(II) 配合物，[Ni(-6-) 1] 和 [Pd(-6-) 2]；6- = N,N'-(o-phenylene)bis(6-methylpyridine-2-carboxamidate), = Cl, H, or , = , Cl, F, H, , or ) 被设计、合成和表征为研究配体对降冰片烯聚合催化剂的电子和空间效应。使用改性甲基铝氧烷作为活化剂，配合物对降冰片烯的聚合表现出较高的催化活性，镍配合物表现出比钯配合物更好的催化活性。苯环上带有基团的Ni配合物1a表现出最高的催化活性（g PNBEs/）和分子量（g/mol）PDI 100 ），并且比具有给电子基团的Ni配合物倾向于提供更高的聚合产率。获得了在卤代芳族溶剂中具有良好溶解性的无定形聚降冰片烯。已经提出了用于催化聚合的乙烯基加成机理。

  DOI：

  10.5012/bkcs.2011.32.6.1884

文献信息

• High catalytic activities in the norbornene polymerization with neutral palladium complexes containing N4-type tetradentate chelating ligands
  作者：Dong-Hwan Lee、Jung Hwan Lee、Byeong Kwon Park、Eun Young Kim、Youngmee Kim、Cheal Kim、Ik-Mo Lee

  DOI：10.1016/j.ica.2009.08.026

  日期：2009.11

  polymerization catalyzed by new Pd(II) complexes bearing N4-type tetradentate ligands obtained from the reaction between a 6-methyl-2-picolinic acid or picolinic acid and appropriate diamines has been studied. A class of new palladium complexes, [Pd(X1X2bpb)] and [Pd(X1X2-6-Me2bpb)] (X1 = Me, X2 = Me (1 and 4); X1 = H, X2 = H (2 and 5); X1 = H, X2 = NO2 (3 and 6); bpb = N,N′-(o-phenylene)bis(pyridine-2-carboxamidate);

  摘要研究了由6-甲基-2-吡啶甲酸或吡啶甲酸与适当的二胺反应制得的带有N4-型四齿配体的新型Pd（II）配合物催化的降冰片烯聚合反应。一类新的钯配合物[Pd（X1X2bpb）]和[Pd（X1X2-6-Me2bpb）]（X1 = Me，X2 = Me（1和4）; X1 = H，X2 = H（2和5） ； X1 = H，X2 = NO2（3和6）； bpb = N，N'-（邻亚苯基）双（吡啶-2-甲酰胺基）; 6-Me2bpb = N，N'-（邻亚苯基）双合成并表征了（6-甲基吡啶-2-甲酰胺）。通过X射线晶体学测定Pd配合物5的分子结构，显示出扭曲的正方形平面构型。使用改性的甲基铝氧烷（MMAO）作为活化剂，钯配合物对降冰片烯的聚合表现出高催化活性。
• Steric effect on construction of Cu(II) complexes with pyridine carboxamide ligands
  作者：Do Nam Lee、Ji Young Ryu、Han Kwak、Young Min Lee、Sun Hwa Lee、Jung In Poong、Junghyun Lee、Woonsup Shin、Cheal Kim、Sung-Jin Kim、Youngmee Kim

  DOI：10.1016/j.molstruc.2007.10.006

  日期：2008.8

  The structures of three new Cu(II) complexes with pyridine carboxamide ligands (Me(2)bpb, 6-Me-2-Mebpb, and 6-Me-2-Me(2)bpb) have been determined. 6-Methyl-substituted pyridyl bpb ligands produced dimeric compounds with Cu(II) ions, and weak interactions between dimers can make even polymeric compounds, while bpb ligands without 6-methyl substitution produced monomeric Cu(II) complexes. The large distortion effects of 6-methyl-substitution are shown in Cu(II) complexes with 6-methyl-substituted pyridyl bpb ligands. This result suggests that the steric effect of 6-methyl-substitution plays important role for distortion of the structure, and 6-methyl-substitution can also influence to make polymeric compounds with interactions between Cu(II) ions and neighbor carbonyl oxygen atoms. In addition, the voltammetric behaviors of the Cu complexes were examined and classified into two groups, with/without 6-methyl group. The complexes without 6-methyl group show reversible redox waves at similar to-1.6 V, and the complexes with 6-methyl group do irreversible redox ones at similar to-1.3 V, indicating that the presence of the methyl group of 6-position of the complex makes the reduction of the complexes easier. (C) 2007 Elsevier B.V. All rights reserved.