3,3'-{(pyridine-2,6-dicarbonyl)bis(azanediyl)}dibenzoic acid

• 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: 3,3'-{(pyridine-2,6-dicarbonyl)bis(azanediyl)}dibenzoic acid
• 英文别名: 3-[[6-[(3-Carboxyphenyl)carbamoyl]pyridine-2-carbonyl]amino]benzoic acid
• 化学式: C₂₁H₁₅N₃O₆
• 分子量: 405.367
• InChiKey: UOJPIIFFPYCLBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  146
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  zinc(II) nitrate hexahydrate 、 3,3'-{(pyridine-2,6-dicarbonyl)bis(azanediyl)}dibenzoic acid 在 ammonium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  金属大环和配位聚合物与吡啶基酰胺基羧酸配体的合成及其对 Henry 和 Knoevenagel 反应的催化活性。

  摘要：

  研究了3,3'-{(吡啶-2,6-二羰基)双(氮杂二基)}二苯甲酸 (H 2 L) 与硝酸锌 (II)、硝酸镉 (II) 和硝酸钐 (III) 的反应，以及所得化合物[Zn(1κ O :2κ O′ ‐L)(H 2 O) 2 ] n ( 1 ), [Cd(1κ O 2 :2κ O 2 ‐L)(H 2 O) 2 ] 2 ⋅ 6 n  H 2 O ⋅ n  C 4 H 8 O 2 ⋅ 1.5 n  DMF ( 2 ), 和 [Sm(1κ O :2κO ′ O ′′ :3κ O′′′ ‐L)(NO 3 )(H 2 O)(dmf)] n ⋅ n  DMF ( 3 )，通过元素分析、FTIR 光谱、热重分析和 X 射线单晶衍射进行表征。化合物1和3分别具有一维锯齿形和双链型结构，而2则具有双核金属大环配合物。配体(L 2− )以不同的构象取向，即1为syn-syn，2和3为anti-anti。化合物1

  DOI：

  10.1002/open.201800170
• 作为产物：
  描述：

  吡啶-2,6-二甲酸 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 32.0h， 生成 3,3'-{(pyridine-2,6-dicarbonyl)bis(azanediyl)}dibenzoic acid
  参考文献：
  名称：

  Preparation of Core–Shell Coordination Molecular Assemblies via the Enrichment of Structure-Directing “Codes” of Bridging Ligands and Metathesis of Metal Units

  摘要：

  A series of molybdenum- and copper-based MOPs were synthesized through coordination-driven process of a bridging ligand (3,3'-PDBAD, L-1) and dimetal paddlewheel clusters. Three conformers of the ligand exist with an ideal bridging angle between the two carboxylate groups of 0 degrees (H-2 zeta-L(1)), 120 degrees (H-2 beta-L-1), and of 90 degrees (H-2 beta-L-1), respectively. At ambient or lower temperature, (HL1)-L-2 and Mo-2(OAc)(4) or Cu-2(OAc)(4) were crystallized into a molecular square with ?-L-1 and Mo-2/Cu-2 units. With proper temperature elevation, not only the molecular square with ?-L-1 but also a lantern-shaped cage with a-L-1 formed simultaneously. Similar to how Watson-Crick pairs stabilize the helical structure of duplex DNA, the core-shell molecular assembly possesses favorable H-bonding interaction sites. This is dictated by the ligand conformation in the shell, coding for the formation and providing stabilization of the central lantern shaped core, which was not observed without this complementary interaction. On the basis of the crystallographic implications, a heterobimetallic cage was obtained through a postsynthetic metal ion metathesis, showing different reactivity of coordination bonds in the core and shell. As an innovative synthetic strategy, the site-selective metathesis broadens the structural diversity and properties of coordination assemblies.

  DOI：

  10.1021/ja508822r

文献信息

• A copper-amidocarboxylate based metal organic macrocycle and framework: synthesis, structure and catalytic activities towards microwave assisted alcohol oxidation and Knoevenagel reactions
  作者：Anirban Karmakar、Mohamed M. A. Soliman、Elisabete C. B. A. Alegria、Guilherme M. D. M. Rúbio、M. Fátima C. Guedes da Silva、Armando J. L. Pombeiro

  DOI：10.1039/c9nj02064k

  日期：——

  nediyl)}dibenzoic acid (H2L) with copper(II) nitrate were studied and the obtained compounds [Cu2(1:2κO1O2,2:3κO3O4-L)(μ-NO3)(μ3-OH)(MeOH)2]2·2MeOH·1DMF (1) and [Cu(μ-1κO1:2κO2,3κO3:4κO4-L)(DMF)]n·4n(DMF) (2) were characterized by elemental analysis, FT-IR spectroscopy, and single-crystal and powder X-ray diffraction. Compound 1 is a macrocyclic tetranuclear Cu(II) complex possessing a central, quasi-planar

  的3,3'反应- （吡啶-2,6-二羰基）二（氮烷二基）}二苯甲酸（H 2与铜L）（II），硝酸进行了研究，将得到的化合物[铜2（1：2κ Ò 1 Ò 2，2：3κ ø 3 ö 4 -L）（μ-NO 3）（μ 3 -OH）（甲醇）2 ] 2 ·2MeOH·1DMF（1）和[铜（μ-1κ ø 1：2κ Ò 2，3κ ø 3：4κ ø 4 -L）（DMF）] ñ ·4 ñ（DMF）（2通过元素分析，FT-IR光谱以及单晶和粉末X射线衍射进行表征。化合物1是具有中心准平面菱形Cu 4 }簇的大环四核Cu（II）配合物，这是使用这种连接基的基于Cu（II）的大环四核配合物的第一个实例。化合物2是具有用作次要构建基块的双核明轮式Cu（II）组件的2D金属有机骨架。框架2的拓扑分析透露它有一个2,4连接的Binodal网。两种化合物均用作微波辅助氧化多种醇以及用于各种醛类的Knoevenagel缩
• Cobalt Coordination Polymers Offering Hydrogen Bonding Cavities as Efficient Catalysts for Coupling Reactions
  作者：Sanya Pachisia、Hina Goyal、Aashish、Gulshan Kumar、Rajeev Gupta

  DOI：10.1002/cctc.202301123

  日期：2024.1.22

  Two-dimensional cobalt-based coordination polymers (CPs) offer large and accessible cavities lined with hydrogen bonds. Such CPs reversibly adsorbed molecular iodine and supported Lewis acid catalyzed heterogeneous catalysis for Friedel Crafts and multicomponent condensation reactions.

  二维钴基配位聚合物(CP) 提供大且可触及的氢键空腔。这种CP可逆地吸附分子碘并支持路易斯酸催化的多相催化，用于弗里德尔克拉夫茨反应和多组分缩合反应。
• Synthesis of Metallomacrocycle and Coordination Polymers with Pyridine-Based Amidocarboxylate Ligands and Their Catalytic Activities towards the Henry and Knoevenagel Reactions
  作者：Anirban Karmakar、Guilherme M. D. M. Rúbio、M. Fátima C. Guedes da Silva、Armando J. L. Pombeiro

  DOI：10.1002/open.201800170

  日期：2018.11

  (H2L) with zinc(II), cadmium(II), and samarium(III) nitrates were studied, and the obtained compounds, [Zn(1κO:2κO′‐L)(H2O)2]n (1), [Cd(1κO2:2κO2‐L)(H2O)2]2⋅6n H2O⋅ n C4H8O2⋅1.5n DMF (2), and [Sm(1κO:2κO′O′′:3κO′′′‐L)(NO3)(H2O)(dmf)]n⋅n DMF (3), were characterized by elemental analysis, FTIR spectroscopy, thermogravimetric analysis, and X‐ray single‐crystal diffraction. Compounds 1 and 3 have 1D zigzag‐

  研究了3,3'-(吡啶-2,6-二羰基)双(氮杂二基)}二苯甲酸 (H 2 L) 与硝酸锌 (II)、硝酸镉 (II) 和硝酸钐 (III) 的反应，以及所得化合物[Zn(1κ O :2κ O′ ‐L)(H 2 O) 2 ] n ( 1 ), [Cd(1κ O 2 :2κ O 2 ‐L)(H 2 O) 2 ] 2 ⋅ 6 n  H 2 O ⋅ n  C 4 H 8 O 2 ⋅ 1.5 n  DMF ( 2 ), 和 [Sm(1κ O :2κO ′ O ′′ :3κ O′′′ ‐L)(NO 3 )(H 2 O)(dmf)] n ⋅ n  DMF ( 3 )，通过元素分析、FTIR 光谱、热重分析和 X 射线单晶衍射进行表征。化合物1和3分别具有一维锯齿形和双链型结构，而2则具有双核金属大环配合物。配体(L 2− )以不同的构象取向，即1为syn-syn，2和3为anti-anti。化合物1
• Preparation of Core–Shell Coordination Molecular Assemblies via the Enrichment of Structure-Directing “Codes” of Bridging Ligands and Metathesis of Metal Units
  作者：Jinhee Park、Ying-Pin Chen、Zachary Perry、Jian-Rong Li、Hong-Cai Zhou

  DOI：10.1021/ja508822r

  日期：2014.12.3

  A series of molybdenum- and copper-based MOPs were synthesized through coordination-driven process of a bridging ligand (3,3'-PDBAD, L-1) and dimetal paddlewheel clusters. Three conformers of the ligand exist with an ideal bridging angle between the two carboxylate groups of 0 degrees (H-2 zeta-L(1)), 120 degrees (H-2 beta-L-1), and of 90 degrees (H-2 beta-L-1), respectively. At ambient or lower temperature, (HL1)-L-2 and Mo-2(OAc)(4) or Cu-2(OAc)(4) were crystallized into a molecular square with ?-L-1 and Mo-2/Cu-2 units. With proper temperature elevation, not only the molecular square with ?-L-1 but also a lantern-shaped cage with a-L-1 formed simultaneously. Similar to how Watson-Crick pairs stabilize the helical structure of duplex DNA, the core-shell molecular assembly possesses favorable H-bonding interaction sites. This is dictated by the ligand conformation in the shell, coding for the formation and providing stabilization of the central lantern shaped core, which was not observed without this complementary interaction. On the basis of the crystallographic implications, a heterobimetallic cage was obtained through a postsynthetic metal ion metathesis, showing different reactivity of coordination bonds in the core and shell. As an innovative synthetic strategy, the site-selective metathesis broadens the structural diversity and properties of coordination assemblies.