N,N'-(1,3-phenylene)dipicolinamide | 157553-70-3

• 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'-(1,3-phenylene)dipicolinamide
• 英文别名: N,N’-bis(2-pyridylcarboxamide)-1,3-phenylenediamine；1,3-bis-(pyridine-2-carboxamido)benzene；1,3-bis(pyridine-2-carboxamide)benzene；H2mbpb；N,N'-bis(picolinoyl)-1,3-phenylenediamine；N-[3-(pyridine-2-carbonylamino)phenyl]pyridine-2-carboxamide
• CAS: 157553-70-3
• 化学式: C₁₈H₁₄N₄O₂
• 分子量: 318.335
• InChiKey: DMCZNTVJRDVBKO-UHFFFAOYSA-N

物化性质

• 沸点：
  390.2±27.0 °C(Predicted)
• 密度：
  1.362±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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'-(1,3-phenylene)dipicolinamide 、 三氯化钌 以 乙醇 为溶剂， 生成
  参考文献：
  名称：

  钌（III）双核酰胺配合物的合成及其在烯烃环氧化中的催化活性研究

  摘要：

  描述了Ru（III）的双核酰胺配合物的合成。通过在降冰片烯，顺式-环辛烯和反式-4-辛烯的环氧化反应下，在碘代碘苯的存在下，对高水溶性的配合物的催化活性进行了研究。通过UV-Vis和R光谱法和循环伏安法监测反应，并阐明了反应机理。

  DOI：

  10.1016/0304-5102(93)e0276-m
• 作为产物：
  描述：

  2-吡啶甲酸 、 m-phenylenediamine dihydrochloride 在 IPr2NEt 、 (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate 、 1-羟基苯并三唑 、 sodium chloride 作用下， 以 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 以251 mg (78%)的产率得到N,N'-(1,3-phenylene)dipicolinamide
  参考文献：
  名称：

  Hemoregulatory compounds

  摘要：

  这项发明涉及具有血液调节活性的新化合物，可用于刺激造血和治疗病毒、真菌和细菌感染性疾病。

  公开号：

  US06191146B1

文献信息

• Catalytic Hydrogenation of CO₂ to Methanol Using Multinuclear Iridium Complexes in a Gas–Solid Phase Reaction
  作者：Ryoichi Kanega、Naoya Onishi、Shinji Tanaka、Haruo Kishimoto、Yuichiro Himeda

  DOI：10.1021/jacs.0c11927

  日期：2021.1.27

  novel approach toward the catalytic hydrogenation of CO2 to methanol performed in the gas-solid phase using multinuclear iridium complexes at low temperature (30-80 °C). Although homogeneous CO2 hydrogenation in water catalyzed by amide-based iridium catalysts provided only a negligible amount of methanol, the combination of a multinuclear catalyst and gas-solid phase reaction conditions led to the effective

  我们报告了一种在低温 (30-80 °C) 下使用多核铱配合物在气固相中将 CO2 催化氢化为甲醇的新方法。尽管由酰胺基铱催化剂催化的水中均相 CO2 加氢仅提供可忽略不计的甲醇量，但多核催化剂和气固相反应条件的结合导致从 CO2 有效生产甲醇。多核催化剂的催化活性取决于每种活性物质的相对构型。方便的是，从气相中获得的甲醇可以很容易地从催化剂中分离出来，而不会受到 CO、CH4 或甲酸 (FA) 的污染。催化剂可以通过放气和填充的方式分批回收。在 60 °C 和 4 MPa H2/CO2 (3:1) 条件下重复使用催化剂后，最终转化率为 113。该系统的高反应性归因于暴露于 H2 气体时形成氢化物络合物，在气固相反应条件下抑制 FA 的释放，以及多核催化剂将分子内多氢化物转移到 CO2。
• Enhanced ferromagnetic interaction in metallacyclic complexes incorporating m-phenylenediamidato bridges.
  作者：María A. Palacios、Antonio Rodríguez-Diéguez、Angelo Sironi、Juan Manuel Herrera、Antonio J. Mota、Joan Cano、Enrique Colacio

  DOI：10.1039/b903986d

  日期：——

  The double stranded CuII2-metallacyclic complex of formula [Cu2(mbpb)2]·2H2O (1) and the triple stranded NiII2-metallacyclic complexes of formula [Ni2(Hmbpb)3]PF6·21H2O (2), [Co(H2O)6][Ni2(mbpb)3]THF·10H2O (3) and Ag2(H2O)[Ni2(mbpb)3]}·11H2O (4) (where H2mbpb is the bisbidentate dinucleating bridging ligand 1,3-bis(pyridine-2-carboxamide) benzene) have been synthesised and characterised by single-crystal X-ray diffraction. Within the dinuclear molecules, metal ions are bridged by either fully or semideprotonated bisbidentate ligands, which are coordinated through the pyridine and amidato nitrogen donor atoms. In complex 4 the triple stranded dinuclear Ni2 units are connected to the Ag+ cations through O-amidato bridges and Ag–π(benzene) interactions to afford a 1D bimetallic chain. Cu2 (1) and Ni2 (2–4) complexes exhibit ferromagnetic coupling between the metal ions through the bridging ligand with JCu–Cu = 21.1 cm−1 and JNi–Ni in the range of 2.9–3.6 cm−1, respectively. Amongst copper(II) dinuclear complexes bearing m-phenylenediamidato bridges, complex 1 exhibits the stronger ferromagnetic exchange coupling reported so far. DFT calculations firstly confirm that the spin polarisation mechanism is responsible for the ferromagnetic coupling, and secondly allows us to predict stronger ferromagnetic couplings in CuII2 complexes with larger tetrahedral distortions of the CuN4 coordination environment.

  式为[Cu2(mbpb)2]-2H2O (1)的双链 CuII2-金属环配合物以及式为[Ni2(Hmbpb)3]PF6-21H2O (2)的三链 NiII2-金属环配合物、[Co(H2O)6][Ni2(mbpb)3]THF-10H2O（3）和Ag2(H2O)[Ni2(mbpb)3]}-11H2O（4）（其中 H2mbpb 是 1,3-双（吡啶-2-甲酰胺）苯的双二核桥接配体），并通过单晶 X 射线衍射进行了表征。在双核分子中，金属离子与完全或半质子化的双配位体桥接，配位体通过吡啶和脒基氮供体原子配位。在复合物 4 中，三股双核 Ni2 单元通过 O-脒桥和 Ag-π（苯）相互作用与 Ag+ 阳离子相连，形成一维双金属链。Cu2 (1) 和 Ni2 (2-4) 复合物通过桥接配体显示出金属离子之间的铁磁耦合，JCu-Cu = 21.1 cm-1 和 JNi-Ni 分别在 2.9-3.6 cm-1 范围内。在含有间苯二胺桥的铜(II)双核配合物中，配合物 1 显示出迄今为止所报道的更强的铁磁交换耦合。DFT 计算首先证实了自旋极化机制是铁磁耦合的原因，其次使我们能够预测在 CuN4 配位环境的四面体畸变较大的 CuII2 复合物中会产生更强的铁磁耦合。
• Double and triple stranded mesocates containing the bis(bidentate) bridging ligand 1,3-bis(pyridine-2-carboxamide)benzene. Structure, properties and DNA interaction
  作者：MaAngeles Palacios、Antonio Rodríguez-Diéguez、Angelo Sironi、Juan Manuel Herrera、Antonio J. Mota、Virtudes Moreno、Joan Cano、Enrique Colacio

  DOI：10.1039/b905330a

  日期：——

  The double stranded CuII2 metallacyclic complex of formula [Mn(hfac)2(H2O)2][Cu2(mbpb)2(CH3CN)2] (1) and the triple stranded NiII2, ZnII2 and CoIII2 metallacyclic complexes of formula [M2(Hmbpb)3]X·nH2O (M = ZnII, X = NO3− (2), n = 17; M = NiII, and X = ClO4− (3), n = 15) and [Co2(mbpb)3]·19H2O (4) (H2mbpb is the bisbidentate dinucleating bridging ligand, 1,3-bis(pyridine-2-carboxamide)benzene) have been prepared and structurally characterised. Their X-ray structures show that inside the dinuclear molecules metal ions are bridged by either fully or semideprotonated bisbidentate ligands, which are coordinated through the pyridine and amidato nitrogen donor atoms. In 1, the neutral metallamacrocycle dinuclear entities [Cu2(mbpb)2(CH3CN)2] and the [Mn(hfac)2(H2O)2] molecules are connected by hydrogen bonds to afford a 1D system. These intermolecular interactions overcome the expected intradinuclear weak ferromagnetic interaction leading to an overall weak antiferromagnetic interaction. The Ni2 complex exhibit ferromagnetic coupling between the metal ions through the bridging ligand with JNi–Ni = 3.1 cm−1. DFT calculations were performed to estimate the value of the exchange magnetic coupling inside the dinuclear unit in 1 and to confirm that the spin polarisation mechanism is responsible for the ferromagnetic coupling. AFM studies show that the ZnII2 and NiII2 cationic complexes interact with pBR322 DNA producing supercoiled forms in higher extension as well as kinks and cross linking.

  双链CuII2金属环状复合物，其化学式为[Mn(hfac)2(H2O)2][Cu2(mbpb)2(CH3CN)2](1)，以及三链NiII2、ZnII2和CoIII2金属环状复合物，其化学式为[M2(Hmbpb)3]X·nH2O (M = ZnII，X = NO3− (2)，n = 17；M = NiII，X = ClO4− (3)，n = 15)和[Co2(mbpb)3]·19H2O (4) (H2mbpb是双齿双核桥连配体，1,3-双(吡啶-2-甲酰胺)苯)已经制备并进行了结构表征。它们的X射线结构显示，在双核分子内部，金属离子由完全或半质子化的双齿配体桥连，通过吡啶和酰胺氮供体原子进行配位。在1中，中性金属环状双核实体[Cu2(mbpb)2(CH3CN)2]和[Mn(hfac)2(H2O)2]分子通过氢键连接，形成一维系统。这些分子间相互作用克服了预期的双核内弱铁磁相互作用，导致
• Kinetics and mechanistic investigation of the substitution from dinuclear Pt(II) complexes bridged by <i>N,N’</i> - <i>bis</i> (2-pyridylcarboxamide)phenylenediamines
  作者：Tshephiso Papo、Deogratius Jaganyi、Allen Mambanda

  DOI：10.1080/00958972.2023.2299962

  日期：——

  The rates of substitution of the chloride ligand in dinuclear complexes, [Pt2(N,N'-bis(2-pyridylcarboxamide)-1,3-phenylenediamine)Cl4] (1), [Pt2(N,N'-bis(2-pyridylcarboxamide)-1,4-phenylenediamine)...

  双核配合物中氯配体的取代率，[Pt2(N,N'-双(2-吡啶甲酰胺)-1,3-苯二胺)Cl4] (1)，[Pt2(N,N'-双(2) -吡啶甲酰胺)-1,4-苯二胺)...
• 3d−3d−4f Chain Complexes Constructed Using the Dinuclear Metallacyclic Complex [Ni₂(mbpb)₃]²⁻ [H₂mbpb = 1,3-Bis(pyridine-2-carboxamide)benzene] as a Ligand: Synthesis, Structures, and Magnetic Properties
  作者：Enrique Colacio、María A. Palacios、Antonio Rodríguez-Diéguez、Antonio J. Mota、Juan Manuel Herrera、Duane Choquesillo-Lazarte、Rodolphe Clérac

  DOI：10.1021/ic9021867

  日期：2010.2.15

  A series of one-dimensional Ni(2)Ln cationic complexes have been prepared by assembling the in situ generated dinuclear mesocate [Ni-2(mbplb)(3)](2-) building block [H(2)mbpb is the ligand 1,3-bis(pyridine-2-carboxamide)benzene] with Ln(3+) metal ions (Ln(3+) = Gd, Tb, Dy). The crystal-field potentials for the two types of site symmetries found for these 3d-3d-4f complexes (LnO(7) and LnO(8)) are quite different, which has a direct influence on the depopulation of the Stark sublevels, the magnetic anisotropy, and the magnetic properties.