N¹,N³-bis(pyridin-3-ylmethyl)isophthalamide | 7110-42-1

• 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: N¹,N³-bis(pyridin-3-ylmethyl)isophthalamide
• 英文别名: N,N'-bis(3-pyridylmethyl)benzene-1,3-dicarboxamide；N,N'-bis[(3-pyridyl)methyl]isophthalamide；1,3-C6H4[C(=O)NH-CH2-3-C5H4N]2；N,N'-Bis(3-pyridylmethyl)isophthalamide；1-N,3-N-bis(pyridin-3-ylmethyl)benzene-1,3-dicarboxamide
• CAS: 7110-42-1
• 化学式: C₂₀H₁₈N₄O₂
• mdl: MFCD01137666
• 分子量: 346.389
• InChiKey: IIVCXQRFIACDDS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  26
• 可旋转键数：
  6
• 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：

  均苯四甲酸 、 N¹,N³-bis(pyridin-3-ylmethyl)isophthalamide 以 甲醇 为溶剂， 以75%的产率得到
  参考文献：
  名称：

  Crystal Engineering Studies on Ionic Crystals of Pyridine and Carboxylic Acid Derivatives Containing Amide Functional Groups

  摘要：

  我们测定了含有吡啶和酰胺官能团的吡咯烷酮酸或三羟甲基酸盐分子的七种晶体结构，并从各种分子间相互作用的角度对它们的结构进行了详细分析。这些结构中多种官能团（酸、吡啶、酰胺和羟基）的存在导致了多样化的超分子结构。由于受到阴离子、水分子或吡啶阳离子的干扰，在这些结构中均未观察到酰胺对酰胺的氢键。研究发现，各组分的对称性对于确定所产生的超分子合成物以及整体结构非常重要。吡咯烷酮阴离子表现出四种不同的几何形状，它们在价和分子内氢键方面各不相同，当这些阴离子具有平面几何形状时，它们还表现出自堆叠。

  DOI：

  10.1071/ch09415
• 作为产物：
  描述：

  3-氨甲基吡啶 、 间苯二甲酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到N¹,N³-bis(pyridin-3-ylmethyl)isophthalamide
  参考文献：
  名称：

  具有双（氨基吡啶）配体 的银（i）配合物的动态开环聚合†

  摘要：

  在反应中影响螯合物，大环化合物或聚合物形成的因素 银（I） 与盐 双（吡啶）通过研究固态和溶液中冷喷雾电离质谱的结构来探测配体，其中配体C 6 H 4 -1,3- [CONR（CH 2）n -3-C 5 H 4 N] 2，1（R = Me，n = 0）或3（R =H，Ñ = 1）或5-吨-Bu-C 6 H ^ 3 -1,3- [CONR（CH 2）ñ -4-C 5 H ^ 4 N] 2，2（R = Me中，Ñ = 0）或4（R =H，n = 1）。在固体和溶液中，复合物[Ag（1）2 ] BF 4以螯合物5的形式存在。配体神经网络= 2-4个固态复合物，具有任一大环结构[Ag 2（μ-NN）2 ] X 2 [ 6，神经网络= 2，X = BF 4；9，神经网络= 3，X = NO 3 ]或聚合物结构[ 7，神经网络= 2，X = NO 3 ; 8，神经网络= 3，X = CF 3 CO 2；10，神经网络＝4，X

  DOI：

  10.1039/b918615h

文献信息

• Metal- and Multicarboxylate-Dependent Structural Diversity in Metal–Organic Frameworks with Acylamide-Based Ligand
  作者：Huitao Fan、Zhiguo Zhong、Shanshan Liu、Bo Li、Wenxin Duan

  DOI：10.1007/s10870-018-0719-1

  日期：2018.9

  Three new metal–organic frameworks, [Co2(L)2(ip)2·(H2O)4] (1), [Cu(L)(ip)·(H2O)2] (2), [Cd(µ-H2O)(L)(oip)·(H2O)3.5] (3) (ip = isophthalate, H2oip = 5-hydroxyl-isophthalate), built by acylamide-based ligand and multi-carboxylate ligand were synthesized and structurally characterized by X-ray crystallography. Complex 1 crystallizes in monoclinic space group P21, with a = 9.9171(3), b = 31.9531(10), c = 10.1780(3) Å, β = 118.8270(10)°. Complex 2 crystallizes in the monoclinic space group Cc, with a = 17.7490(3), b = 9.7363(2), c = 18.1202(3) Å, β = 115.0090(10)°. Complex 3 crystallizes in the monoclinic space group P21/c, with a = 9.7670(5), b = 30.3199(15), c = 10.3277(5) Å, β = 102.1680(10)°. All these compounds feature 2D 44 layers with two-fold interpenetration. Herein we describe the crystal structures of [Co2(L)2(ip)2(H2O)2]·(H2O)2 (1), [Cu(L)(ip)·(H2O)2] (2), [Cd(µ-H2O)(L)(oip)·(H2O)3.5] (3) (ip = isophthalate, H2oip = 5-hydroxyl-isophthalate). All these compounds feature 2D 44 layers with two-fold interpenetration.

  三种新的金属有机骨架，[Co2(L)2(ip)2·(H2O)4] (1)、[Cu(L)(ip)·(H2O)2] (2)、[Cd(μ-合成了由酰胺基配体和多羧酸盐配体构建的H2O)(L)(oip)·(H2O)3.5] (3) (ip = 间苯二甲酸酯, H2oip = 5-羟基-间苯二甲酸酯)，并通过X-进行结构表征射线晶体学。配合物1结晶于单斜空间群P21，a = 9.9171(3)，b = 31.9531(10)，c = 10.1780(3) Å，β = 118.8270(10)°。配合物2在单斜空间群Cc中结晶，a = 17.7490(3)，b = 9.7363(2)，c = 18.1202(3) Å，β = 115.0090(10)°。配合物3结晶于单斜空间群P21/c，a = 9.7670(5)，b = 30.3199(15)，c = 10.3277(5) Å，β = 102.1680(10)°。所有这些化合物均具有 2D 44 层和两倍互穿的特征。在此，我们描述了 [Co2(L)2(ip)2(H2O)2]·(H2O)2 (1)、[Cu(L)(ip)·(H2O)2] (2)、[ 的晶体结构。 Cd(μ-H2O)(L)(oip)·(H2O)3.5] (3) (ip = 间苯二甲酸酯，H2oip = 5-羟基-间苯二甲酸酯)。所有这些化合物均具有 2D 44 层和两倍互穿的特征。
• Synthesis, Structures, and Properties of Four Novel HgII Complexes Based on Pyridine Acylamide Ligands
  作者：Xiao-Min Zhang、Xue-Feng Feng、Jian-Qiang Li、Feng Luo

  DOI：10.1071/ch14110

  日期：——

  In this work we synthesised four new pyridine acylamide complexes [HgI2(L1)] (1) and (2), [HgI2(L2)2] (3), and [HgI2(L3)]n (4) (L1 = N,N′-bis(3-pyridylmethyl)benzene-1,4-dicarboxamide, L2 = N4,N4′-bis(pyridin-3-yl)-[1,1′-biphenyl]-4,4′-dicarboxamide, L3 = N1,N3-bis(pyridin-3-ylmethyl)isophthalamide) by solvo(hydro)thermal reaction. Compounds 1 and 2 are supramolecular isomers prepared via variation of the reaction solvent, in which the HgII centres are bridged by L1 ligands to form one-dimensional (1D) helical chain or 1D meso-helical chain, respectively. Careful inspection of the structures reveal that formation of the isomers are mainly induced by the distinct configuration of L1 ligand and slight differences in coordination geometry of the HgII ions. Complex 3 shows a novel Z-shaped zero-dimensional structure with a L2–HgI2–L2–HgI2–L2 arrangement. In complex 4, flexible L3 ligands link HgI2 units to construct a 1D helical chain with an overall chiral structure, derived from spontaneous resolution. Luminescence properties of these four novel complexes were also explored.

  在这项工作中，我们合成了四种新的吡啶酰氨配合物[HgI2(L1)]（1）和（2）、[HgI2(L2)2]（3）和[HgI2(L3)]n（4）（L1 = N,N′-双（3-吡啶甲基）苯-1、4-二甲酰胺，L2 = N4,N4′-双（吡啶-3-基）-[1,1′-联苯]-4,4′-二甲酰胺，L3 = N1,N3-双（吡啶-3-基甲基）间苯二甲酰胺）。化合物 1 和 2 是通过改变反应溶剂制备的超分子异构体，其中的 HgII 中心被 L1 配体桥接，分别形成一维（1D）螺旋链或一维介螺旋链。仔细观察这些结构可以发现，形成异构体的主要原因是 L1 配体的不同构型和 HgII 离子配位几何的细微差别。配合物 3 显示了一种新颖的 Z 型零维结构，即 L2-HgI2-L2-HgI2-L2 排列。在复合物 4 中，灵活的 L3 配体将 HgI2 单元连接起来，构建了一个具有整体手性结构的一维螺旋链，该结构是通过自发解析得到的。研究人员还探讨了这四种新型复合物的发光特性。
• Syntheses and studies of flexible amide ligands: a toolkit for studying metallo-supramolecular assemblies for anion binding
  作者：Christopher J. Sumby、Lyall R. Hanton

  DOI：10.1016/j.tet.2009.04.031

  日期：2009.6

  The syntheses of seven flexible bidentate bis-pyridyl diamide and four monodentate pyridyl amide ligands containing central amide units are described. The bis-pyridyl ligands were prepared in one step from commercially available compounds in moderate to good yield. These compounds all possess external metal coordinating pyridyl groups and internal amide functionalities, with the potential to bind anions. Crystal structures of six of the bis-pyridyl diamide ligands are described. The four compounds with xylene cores N,N'-[1,3-phenylenebis(methylene)]bis-3-pyridinecarboxamide 1, N,N'-[1,3-phenylenebis(methylene)]bis-4-pyridinecarboxamide 2, N,N'-[1,4-phenylenebis(methylene)]bis-3-pyridinecarboxamide 3 and N,N'-[1,4-phenylenebis(methylene)]bis-4-pyridinecarboxamide 4 crystallize with extensive amide N-H center dot center dot center dot O=C hydrogen bonding between the diamide compounds, giving rise to two and three dimensional hydrogen bonded networks. N,N'-Bis(3-pyridylmethyl)benzene-1,3-dicarboxamide 5, the only compound with the amide groups directly attached to a central benzene core, was not able to be crystallised. N,N'-2,6-Bis(3-pyridylmethyl)pyridine dicarboxamide 6 and N,N'-2,6-bis(4-pyridylmethyl)pyridine dicarboxamide 7 have a mismatch of hydrogen bond donor and acceptor regions preventing ready involvement of the amide NH groups in network formation. For comparison we also prepared compounds N,N'-2'-propyl-6-(3-pyridylmethyl)pyrid me dicarboxamide 10 and N,N'-2'-propyl-6-(4-pyridylmethyl)pyridine dicarboxamide 11 with two amide groups but only the one external donor pyridyl moiety, and compounds N-6-[(3-pyridylmethyl amino)carbonyl]-2-pyridinecarboxylic acid methyl ester 8 and N-6-[(4-pyridylmethylamino)-carbonyl] -2-pyridinecarboxylic acid methyl ester 9, which have only the one amide. (C) 2009 Elsevier Ltd. All rights reserved.
• Crystal Engineering Studies on Ionic Crystals of Pyridine and Carboxylic Acid Derivatives Containing Amide Functional Groups
  作者：Lalit Rajput、Ramkinkar Santra、Kumar Biradha

  DOI：10.1071/ch09415

  日期：——

  Seven crystal structures of pyromellitic acid or trimesic acid salts of molecules that contain pyridine and amide functionalities were determined and their structures were analyzed in detail in terms of various intermolecular interactions. The presence of multiple functionalities (acid, pyridine, amide, and hydroxy groups) in these structures resulted in diversified supramolecular architectures. Amide-to-amide hydrogen bonds are not observed in any of these structures because of interference by the anions, water molecules, or pyridinium cations. The symmetry of the components was found to be important in determining the resultant supramolecular synthon and, therefore, the overall architecture. The pyromellitate anions exhibited four types of geometries which, differ in valencies and intramolecular hydrogen bonding, and these anions also exhibit self stacks when they have planar geometries.

  我们测定了含有吡啶和酰胺官能团的吡咯烷酮酸或三羟甲基酸盐分子的七种晶体结构，并从各种分子间相互作用的角度对它们的结构进行了详细分析。这些结构中多种官能团（酸、吡啶、酰胺和羟基）的存在导致了多样化的超分子结构。由于受到阴离子、水分子或吡啶阳离子的干扰，在这些结构中均未观察到酰胺对酰胺的氢键。研究发现，各组分的对称性对于确定所产生的超分子合成物以及整体结构非常重要。吡咯烷酮阴离子表现出四种不同的几何形状，它们在价和分子内氢键方面各不相同，当这些阴离子具有平面几何形状时，它们还表现出自堆叠。
• Dynamic ring-opening polymerization of silver(i) complexes with bis(amidopyridine) ligands
  作者：Nancy L. S. Yue、Michael C. Jennings、Richard J. Puddephatt

  DOI：10.1039/b918615h

  日期：——

  exists as a chelate complex 5. The ligands NN = 2–4 form complexes in the solid state with either macrocyclic structures [Ag2(μ-NN)2]X2 [6, NN = 2, X = BF4; 9, NN = 3, X = NO3] or polymeric structures [7, NN = 2, X = NO3; 8, NN = 3, X = CF3CO2; 10, NN = 4, X = CF3CO2]. The ligands 2 and 3 gave both macrocyclic and polymeric complexes, depending on the anion. In solution, these complexes existed as mixtures

  在反应中影响螯合物，大环化合物或聚合物形成的因素 银（I） 与盐 双（吡啶）通过研究固态和溶液中冷喷雾电离质谱的结构来探测配体，其中配体C 6 H 4 -1,3- [CONR（CH 2）n -3-C 5 H 4 N] 2，1（R = Me，n = 0）或3（R =H，Ñ = 1）或5-吨-Bu-C 6 H ^ 3 -1,3- [CONR（CH 2）ñ -4-C 5 H ^ 4 N] 2，2（R = Me中，Ñ = 0）或4（R =H，n = 1）。在固体和溶液中，复合物[Ag（1）2 ] BF 4以螯合物5的形式存在。配体神经网络= 2-4个固态复合物，具有任一大环结构[Ag 2（μ-NN）2 ] X 2 [ 6，神经网络= 2，X = BF 4；9，神经网络= 3，X = NO 3 ]或聚合物结构[ 7，神经网络= 2，X = NO 3 ; 8，神经网络= 3，X = CF 3 CO 2；10，神经网络＝4，X