N-[6-(吡啶-3-羰基氨基)己基]吡啶-3-甲酰胺 | 73041-73-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: N-[6-(吡啶-3-羰基氨基)己基]吡啶-3-甲酰胺
• 英文名称: N,N'-bis(3-pyridinecarboxamide)-1,6-hexane
• 英文别名: N,N′-(hexane-1,6-diyl)dinicotinamide；N,N′-bis(3-pyridinecarboxamide)-1,6-hexane；1,6-hexanediaminebis(nicotinamide)；N,N'-Hexamethylenebis(3-pyridinecarboxamide)；N-[6-(pyridine-3-carbonylamino)hexyl]pyridine-3-carboxamide
• CAS: 73041-73-3
• 化学式: C₁₈H₂₂N₄O₂
• mdl: MFCD00382374
• 分子量: 326.398
• InChiKey: POGUADMCUNEEPR-UHFFFAOYSA-N

物化性质

• 熔点：
  169-172 °C
• 沸点：
  655.4±40.0 °C(Predicted)
• 密度：
  1.151±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 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-[6-(吡啶-3-羰基氨基)己基]吡啶-3-甲酰胺 在 sodium dithionite 、 sodium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 5.0h， 生成 N,N'-hexamethylenebis(1-propyl-3-carbamoyl-1,4-dihydropyridine)
  参考文献：
  名称：

  Multicenter organic redox systems composed of bis(1,4-dihydronicotinamides): optimal conformation for intramolecular electronic interaction

  摘要：

  DOI：

  10.1021/ja00383a033
• 作为产物：
  描述：

  烟酰氯 、 1,6-己二胺 在 吡啶 作用下， 以 苯 为溶剂， 反应 24.0h， 以74%的产率得到N-[6-(吡啶-3-羰基氨基)己基]吡啶-3-甲酰胺
  参考文献：
  名称：

  Multicenter organic redox systems composed of bis(1,4-dihydronicotinamides): optimal conformation for intramolecular electronic interaction

  摘要：

  DOI：

  10.1021/ja00383a033

文献信息

• Auxiliary dipyridylamide ligand control of dimensionality in copper 5-sulfoisophthalate coordination polymers
  作者：Abigail E. Meyers、Robert L. LaDuca

  DOI：10.1016/j.ica.2017.11.062

  日期：2018.2

  Abstract Hydrothermal reaction of copper nitrate, sodium 5-sulfoisophthalate (sip), and a long-spanning hydrogen-bonding capable dipyridylamide ligand afforded four coordination polymers whose dimensionality depends critically on the dipyridylamide tether length. The four new phases were structurally characterized via single-crystal X-ray diffraction. [Cu 8 (sip) 4 (pbn) 3 (nic)(μ 3 -OH) 2 (μ 2 -OH)(μ

  摘要硝酸铜，5-磺基间苯二甲酸钠（sip）和具有跨度大的氢键能力的二吡啶酰胺配体的水热反应提供了四种配位聚合物，其尺寸关键取决于二吡啶酰胺的束缚长度。通过单晶X射线衍射在结构上表征了四个新相。[Cu 8（sip）4（pbn）3（nic）（μ3 -OH）2（μ2 -OH）（μ2 -H 2 O）（H 2 O）4]·5H 2 O} n（如图1所示，pbn ＝ 1，3-丙二胺双（烟酰胺），nic ＝烟酸酯）显示出有趣的2D平板结构，其特征在于包含桥连的氢氧离子和水分子的三聚体铜簇以及显着的晶体学无序。[Cu 3（sip）2（pbin）4（H 2 O）4]·14H 2 O} n（2，pbin = 1,3-丙二胺双（异烟酰胺））显示具有卷曲构型二吡啶酰胺配体的一维链基序。[Cu 4（μ3 -OH）2（sip）2（hbin）]·2H 2 O} n（3，hbin = 1,6-己二胺双（异烟酰胺））特征[Cu
• Substituent dependent layer topologies in copper isophthalate coordination polymers containing long-spanning dipyridylamide ligands
  作者：Renee K. Randolph、Robert L. LaDuca

  DOI：10.1016/j.molstruc.2017.01.049

  日期：2017.5

  Abstract Hydrothermal reaction of copper nitrate, a 5-position substituted isophthalic acid, and the long-spanning dipyridylamide ligand 1,6-hexanediaminebis(nicotinamide) (hbn) resulted in two new coordination polymers whose layer topologies and interpenetration mechanisms depend critically on the nature of the substituent. The new phases were structurally characterized by single crystal X-ray diffraction

  摘要 硝酸铜、5 位取代的间苯二甲酸和长跨度二吡啶基酰胺配体 1,6-己二胺双（烟酰胺）（hbn）的水热反应产生了两种新的配位聚合物，其层状拓扑结构和互穿机制在很大程度上取决于性质。的取代基。通过单晶 X 射线衍射对新相进行结构表征。[Cu(meoip)(hbn)]·H 2 O} n ( 1 , meoip = 5-甲氧基间苯二甲酸酯) 展示了 [Cu(meoip)] n 链基序，其中嵌入了 Cu 2 (OCO) 2 } 双核单元，由成对的 hbn 配体成装饰的 (4,4) 网格拓扑。[Cu 3 (sip) 2 (hbn) 3 (H 2 O) 4 ]·11.5H 2 O} n ( 2 , sip = 5-磺基间苯二甲酸酯) 显示中性 [Cu 3 (sip) 2 (H 2 O) 4 ] 片段由 hbn 配体连接成具有 4. 6 2 } 2 4 2 6 2 8 2 } 拓扑，源自标准
• Divergent topologies in luminescent zinc and cadmium substituted isophthalate coordination polymers constructed from long-spanning dipyridylamide ligand precursors
  作者：Abigail E. Meyers、Renee K. Randolph、Robert L. LaDuca

  DOI：10.1016/j.ica.2017.08.024

  日期：2017.10

  Abstract Hydrothermal reaction of zinc or cadmium nitrate, a 5-position substituted isophthalic acid, and the long-spanning dipyridylamide ligand N,N′-(hexane-1,6-diyl)dinicotinamide (hdn) resulted in coordination polymers whose dimensionalities depend on the nature of the ring substituent and the metal coordination environment. The six new phases were characterized by single crystal X-ray diffraction

  摘要锌或镉的镉，5位取代的间苯二甲酸与大跨度的二吡啶基酰胺配体N，N'-（己烷-1,6-二基）二烟酰胺（hdn）的水热反应导致配位聚合物的尺寸取决于环取代基的性质和金属配位环境。这六个新相的特征在于单晶X射线衍射。[Zn2（hip）2（H2O）2（hdn）]·2H2O} n（1，hip = 5-羟基间苯二甲酸）显示一维梯形拓扑，其中[Zn（hip）（H2O）] n立柱横跨无序的hdn梯级。[Zn2（nip）2（hdn）2]·2H2O} n（2，nip = 5-nitroisophthalate）显示一维带状图案，其中[Zn（nip）] n链由成对的hdn配体成环。[Zn3（tbip）2（nic）2] n（3，tbip =间苯二甲酸5-叔丁基酯，nic =烟酸酯）显示三聚体[Zn3（OCO）2]簇通过tbip连接到3D 8连接的42464 bcu网中，并原位生成了nic配体。[Cd2（
• Assembly, characterization and photocatalytic properties of four copper(II) coordination complexes functionalized by three flexible bis(pyridyl)-bis(amide) ligands
  作者：HongYan Lin、Jing Zhao、Yuan Tian、Xiang Wang、GuoCheng Liu

  DOI：10.1007/s11243-016-0082-z

  日期：2016.10

  the degradation of organic dyes have been studied.Graphical AbstractFour new Cu(II) coordination complexes functionalized by three flexible bis(pyridyl)-bis(amide) ligands have been hydrothermally synthesized. Complexes 1, 2 and 4 represent the different 1D polymeric chains constructed by the mixed ligands of aromatic dicarboxylic acids and flexible bis(pyridyl)-bis(amide) ligands. Complex 3 is a 2D

  四种新的 Cu(II) 配位配合物 [Cu(3-bpyp)(1,4-NDC)(H2O)2]n (1), [Cu(3-bpyp)(2,5-TDC)( H2O)]n (2)、[Cu(3-bpsa)0.5(2,5-TDC)(H2O)]n (3) 和 [Cu(3-bpma)(5-NIP)(H2O)]· H2O}n (4) 已由相应的柔性双（吡啶基）-双（酰胺）前配体与不同的间隔物 3-bpyp = N,N'-双（3-吡啶甲酰胺）-1,3-丙烷水热制备, 3-bpsa = N,N'-双（3-吡啶基）癸二酰胺，3-bpma = N,N'-双（3-吡啶基）丙二酰胺，连同三个芳香族二羧酸作为共配体 (1,4 -H2NDC = 1,4-萘二甲酸，2,5-H2TDC = 噻吩-2,5-二甲酸，5-H2NIP = 5-硝基间苯二甲酸）。所有四种配合物均已通过 X 射线晶体学表征。复合物 1 显示了由 1,4-NDC
• Coordination networks of Ag(<scp>i</scp>) and N,N′- bis(3-pyridinecarboxamide)-1,6-hexane: structures and anion exchange
  作者：Sebastian Muthu、John H. K. Yip、Jagadese J. Vittal

  DOI：10.1039/b206680g

  日期：——

  A bidentate ligand N,N′- bis(3-pyridinecarboxamide)-1,6-hexane (L) and its silver complexes have been synthesized and characterized by single crystal X-ray diffraction. Reaction of AgClO4 and L in H2O/EtOH gives rise to a coordination polymer [Ag2L3OH][ClO4]·2.5H2O. The X-ray crystal structure of the compound shows honeycomb-like networks in which four-coordinated Ag ions are linked to three-coordinated Ag ions via three ligands L. The coordination of the long ligands L to the Ag ions creates tube-like structures and the tubes of adjacent honeycomb layers are interlocked, leading to an interpenetrating network. The compound [AgL][ClO4], synthesized from CH3OH, is composed of twisted zigzag coordination polymers in which ligands L are linked by Ag ions. Ligand L displays two different conformations A and B within a single strain of polymer. The two conformers differ in the orientation of the two pyridyl-groups which are arranged periodically in the polymer in the sequence ABBABBA. The polymer chains assemble into 2-D undulating sheets via amide hydrogen bonds. Reaction between AgNO3/AgCF3SO3 and L leads to polymeric compounds [AgL][NO3] and [AgL][CF3SO3]. The compounds are composed of coordination polymers in zigzag conformation and the polymer chains assemble into undulating sheets via inter-chain hydrogen bonds. The inter-sheet Ag–Ag distances of the compounds are in the order [AgL][CF3SO3] > [AgL][ClO4] > [AgL][NO3]. The anion exchange properties of the compounds are monitored by using X-ray powder diffraction, infrared spectroscopy and elemental analysis. Our results show that the anions in [AgL][NO3] and [AgL][CF3SO3] can be totally replaced with ClO4−. However, the exchange is not reversible. In additional, inter-conversion between [AgL][NO3] and [AgL][CF3SO3] by anion exchange is shown to be unfeasible. Anion selectivity could be due to the different hydration energy of the anions and the structural reorganization involved in the conversion.

  我们合成了一种双齿配体 N,Nâ²-双（3-吡啶甲酰胺）-1,6-己烷（L）及其银配合物，并利用单晶 X 射线衍射法对其进行了表征。AgClO4 和 L 在 H2O/EtOH 中反应生成了配位聚合物 [Ag2L3OH][ClO4]Â-2.5H2O。该化合物的 X 射线晶体结构显示出蜂窝状网络，其中四配位的 Ag 离子通过三个配体 L 与三配位的 Ag 离子相连。由 CH3OH 合成的化合物 [AgL][ClO4]是由配体 L 与 Ag 离子连接的扭曲之字形配位聚合物组成。配体 L 在单株聚合物中呈现出 A 和 B 两种不同的构象。这两种构象在两个吡啶基的取向上有所不同，这两个吡啶基按照 ABBABBA 的顺序在聚合物中周期性地排列。聚合物链通过酰胺氢键组合成二维起伏片。AgNO3/AgCF3SO3 与 L 反应生成聚合物 [AgL][NO3] 和 [AgL][CF3SO3]。这些化合物由之字形构象的配位聚合物组成，聚合物链通过链间氢键组合成起伏的薄片。化合物的片间 AgâAg 距离顺序为 [AgL][CF3SO3] > [AgL][ClO4] > [AgL][NO3]。利用 X 射线粉末衍射、红外光谱和元素分析监测了这些化合物的阴离子交换特性。结果表明，[AgL][NO3]和[AgL][CF3SO3]中的阴离子可以完全被 ClO4 取代。但是，这种交换并不可逆。此外，阴离子交换法在[AgL][NO3]和[AgL][CF3SO3]之间的相互转化也不可行。阴离子选择性可能是由于阴离子的水合能不同以及转换过程中涉及的结构重组。