N-propanamide-N,N-bis-(2-pyridylmethyl)amine | 195606-52-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-propanamide-N,N-bis-(2-pyridylmethyl)amine
• 英文别名: N-propionamide-N,N-bis(2-pyridylmethyl)amine；dppa；N-propanamide-bis(2-pyridylmethyl)amine；3-[Bis(pyridin-2-ylmethyl)amino]propanamide
• CAS: 195606-52-1
• 化学式: C₁₅H₁₈N₄O
• 分子量: 270.334
• InChiKey: TZNXWPVQXJPBIK-UHFFFAOYSA-N

物化性质

• 沸点：
  461.5±40.0 °C(Predicted)
• 密度：
  1.191±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  72.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-propanamide-N,N-bis-(2-pyridylmethyl)amine 、 copper(II) choride dihydrate 反应 0.5h， 以28%的产率得到[Cu(N-propanamide-N,N-bis-(2-pyridylmethyl)amine)Cl]Cl
  参考文献：
  名称：

  Photocatalytic degradation of dyes by mononuclear copper(II) complexes from bis-(2-pyridylmethyl)amine NNN-derivative ligands

  摘要：

  Photocatalytic degradation of organic pollutant dyes under ultraviolet radiation has emerged as an efficient wastewater treatment. This work describes the application of four mononuclear copper(II) complexes co-ordinated to NNN ligands: bis-(2-pyridylmethyl)amine (BMPA), N-methylpropanoate-N,N-bis-(2-pyridylmethyl) amine (MPBMPA), N-propanoate-N,N-bis-(2-pyridylmethyl)amine (PBMPA) and N-propanamide-N,N-bis-(2-pyridylmethyl)amine (PABMPA); in the photocatalytic degradation of different dyes: methyl orange (MO), methylene blue (MB), crystal violet (CV), Congo red (CR) and Rhodamine B (RhB). The reactions were carried out under a UV lamp of 250 W, where 100% of degradation was achieved in 90 min for all complexes using hydrogen peroxide as oxidant. Kinetic experiments were carried out to investigate the photodegradation of the dyes under a UV lamp of 24 W. The reactions followed a zero-order model in relation to the dye, showing that its concentration did not play a significant role in the photocatalysis. The reaction order in relation to hydrogen peroxide varied from 0 to 0.8, from low to high concentrations of oxidant. The light intensity and the intrinsic catalytic activity of the complexes are the most important features for the dye photodegradation pathway.

  DOI：

  10.1016/j.ica.2020.119924
• 作为产物：
  描述：

  2-(甲氨基)吡啶 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 1.04h， 生成 N-propanamide-N,N-bis-(2-pyridylmethyl)amine
  参考文献：
  名称：

  微波辅助合成N，N-双-（2-吡啶基甲基）胺衍生物。配位化学中有用的配体

  摘要：

  微波辅助合成配体N，N-双-（2-吡啶甲基）胺（BMPA），N-（甲基丙酸酯）-N，N-双-（2-吡啶甲基）胺（MPBMPA），N-（丙酰胺） - ñ，ñ -双- （2-吡啶基甲基）胺（PABMPA），PNBMPA（ñ - （3-丙腈） - ñ，ñ -双- （2-吡啶基甲基）胺），ñ - （3-氨基丙基） - ñ，N-双-（2-吡啶基甲基）胺（APBMPA）和N-（丙酸酯）-N，N报道了双-（2-吡啶基甲基）胺（LiPBMPA）。对于缩合和迈克尔加成反应，获得了高产率和短反应时间。

  DOI：

  10.1016/j.tetlet.2006.11.154

文献信息

• Polynuclear croconato-bridged-copper(II) complexes derived from tri- and tetra-dentate amines
  作者：Salah S. Massoud、Ramon Vicente、Patricia R. Fontenot、August A. Gallo、Masahiro Mikuriya、Jörg H. Albering、Franz A. Mautner

  DOI：10.1016/j.poly.2012.07.049

  日期：2012.10

  polynuclear bridged croconato copper(II) complexes with different dimensionality [Cu(bedmpza)(μ2-C5O5)]·4H2O}n (1), [Cu3(aepn)3(μ2-C5O5)(μ3-C5O5)(H2O)](ClO4)2·1.6H2O}n (2), and [Cu2(dppa)2(μ2-C5O5)](ClO4)2·2H2O (3) where bedmpza = bis(2-(3,5-dimethylpyrazol-1-yl)ethyl)amine, aepn = N-(2-aminoethyl)-1,3-propanediamine, dppa = N-propionamide-N,N-bis(2-pyridylmethyl)amine, and C5O52− = the croconate dianion

  三个新的多核桥接croconato铜（II）具有不同维数的复合物[铜（bedmpza）（μ 2 -C 5 ø 5）]·4H 2 ö} Ñ（1），[铜3（aepn）3（μ 2 -C 5 ø 5）（μ 3 -C 5 ø 5）（H 2 O）]（CLO 4）2 ·1.6H 2 ö} ñ（2）和[铜2（DPPA）2（μ 2 -C 5 Ø 5）]（ClO 4）2 ·2H 2 O（3），其中bedmpza =双（2- （3-，3-二甲基吡唑-1-基）乙基）胺，aepn = N-（2-氨基乙基）-1,3-合成了丙二胺，dppa = N-丙酰胺-N，N-双（2-吡啶基甲基）胺和C 5 O 5 2- －  cronate的二价阴离子，并通过单晶X射线晶体学对其结构进行了表征。在这些复合物中，桥接的croconato配体显示出多种配位键合模式：分别在复合物1和3中的1，2-二齿3-单齿和1,2-二齿4-单齿。在复杂2，检测到两个替代接合模式：μ
• Pseudohalide copper(II) complexes derived from polypyridyl ligands: Synthesis and characterization
  作者：Franz A. Mautner、Febee R. Louka、Thibaut LeGuet、Salah S. Massoud

  DOI：10.1016/j.molstruc.2008.09.015

  日期：2009.2

  hyl)-2-(2-pyridylethyl)amine, dp-pa = N-propanamide-N,N-bis(2-pyridylmethyl)amine, pzdepy = N,N′-bis[2-(2-pyridylethyl)]piperazine and L = 3,5-bis[bis(2-pyridylmethyl)aminomethyl]-toluene. All complexes were characterized by elemental analyses, IR and UV–Visible spectroscopy. The visible spectra of all complexes reveal the square-pyramidal geometries (SP) around the central Cu2+ ion. IR spectra confirmed

  摘要 研究了一系列新的拟卤化物-(N 3 - NCS-) 和高氯根-Cu(II) 配合物，它们具有一系列配体和含吡啶基供体。这些包括 [Cu(pmap)ClO4)]ClO4 (1)、[Cu(pmap)(N3)]ClO4 (2)、[Cu(pmea)(N3)]ClO4·H2O (3)、[Cu(dp- pa)(N3)]ClO4·½H2O (4), [Cu(pzdepy)ClO4]ClO4 (5), [Cu(pzdepy)(NCS)]ClO4 (6) 和 [Cu2(L)(NCS)4]· 2CH3CN (7) 其中 pmap = 双[2-(2-吡啶基乙基)]-(2-吡啶基甲基)胺，pmea = 双(2-吡啶基甲基)-2-(2-吡啶基乙基)胺，dp-pa = N-丙酰胺-N,N-双(2-吡啶基甲基)胺，pzdepy = N,N'-双[2-(2-吡啶基乙基)]哌嗪和L = 3,5-双[双(2-吡啶基甲基)氨基甲基]-甲苯
• Synthesis and characterization of three mononuclear Fe(III) complexes containing bipodal and tripodal ligands: X-ray molecular structure of the dichloro[N-propanamide-N,N-bis-(2-pyridylmethyl)amine]iron(III) perchlorate
  作者：Nakédia M.F. Carvalho、Adolfo Horn、Adailton J. Bortoluzzi、Valderes Drago、O.A.C. Antunes

  DOI：10.1016/j.ica.2005.07.010

  日期：2006.1

  In this work, we present the synthesis and characterization of three mononuclear iron(III) complexes: dichloro[N-propanamide-N,N-bis-(2-pyridylmethyl)amine]iron(III) perchlorate (1), trichloro[N-methylpropanoate-N,N-bis-(2-pyridylmethyl)amine]iron(III) (2) and trichloro[bis-(2-pyridylmethyl)amine]iron(III) (3). The complexes were characterized by cyclic voltammetry, conductivimetry, elemental analyses

  在这项工作中，我们介绍了三种单核铁（III）配合物的合成和表征：二氯[ N-丙酰胺-N，N-双-（2-吡啶基甲基）胺]高氯酸铁（III）（1），三氯[ N -methylpropanoate- ñ，ñ -双- （2-吡啶基甲基）胺]铁（III）（2）和三氯[双- （2-吡啶基甲基）胺]铁（III）（3）。通过循环伏安法，电导法，元素分析以及电子，红外和穆斯堡尔光谱法对复合物进行表征。综合大楼1还通过X射线结构分析表征了该结构，其显示了与一个酰胺，一个叔胺，两个吡啶基和两个氯离子配位的铁中心。对于1，X射线分子结构和红外光谱证实了氧原子对酰胺基的配位，而2的红外光谱表明配体中存在的酯基未配位，从而导致N 3 Cl 3。供体组，类似于3中存在的供体组。但是，在3中有仲胺，而在2中存在叔胺。这些结构差异导致铁中心的路易斯酸度发生明显变化，这可以通过分析配合物的氧化还原电位以及Mössbauer参
• Electrochemical behaviour of mononuclear Fe(iii) complexes as models for oxygenases: reactivity of Fe(ii) species electrochemically formed in situ toward dioxygen
  作者：Nak?dia M. F. Carvalho、O. A. C. Antunes、Adolfo Horn, Jr.

  DOI：10.1039/b616377g

  日期：——

  In this paper, we report the electrochemical study of a family of mononuclear FeIII complexes [Fe(BMPA)Cl3] 1, [Fe(MPBMPA)Cl3] 2, [Fe(PBMPA)Cl2] 3 and [Fe(PABMPA)Cl2](ClO4) 4, where the ligand BMPA is bis-(2-pyridylmethyl)amine, and MPBMPA, PBMPA and PABMPA are the N-methylpropanoate, N-propanoate and N-propanamide BMPA-derivatives, respectively. It was possible to verify the influence of the different ligands on the redox properties of the complexes and from this to classify the complexes according to their Lewis acidity through the FeIII/FeII redox process, resulting in the following decreasing order in CH3CN solution: 4 > 2 > 1 > 3. The effect of the solvents CH3CN and DMSO on their electrochemical properties was also determined. Furthermore, we investigated the reactivity of the electrochemically-generated FeII complexes toward dioxygen and of the FeIII complexes toward superoxide through cyclic voltammetry. All the complexes reacted with dioxygen and superoxide in DMSO solution. Redox processes attributed to oxygenated species were observed in a more cathodic potential than those of the original compounds. According to the data, the new species FeII–O2 converts itself to FeIII–O2−, which presents a new redox wave attributed to the process FeIII–O2− + e− → FeII–O2−. The same species FeIII–O2− is formed from the reaction of the FeIII form of the complexes and KO2.

  在本文中，我们报告了一系列单核 FeIII 配合物 [Fe(BMPA)Cl3] 1、[Fe(MPBMPA)Cl3] 2、[Fe(PBMPA)Cl2] 3 和 [Fe(PABMPA)Cl2] 的电化学研究(ClO4)4，其中配体BMPA是双-(2-吡啶基甲基)胺，MPBMPA、PBMPA和PABMPA分别是N-甲基丙酸酯、N-丙酸酯和N-丙酰胺BMPA衍生物。可以验证不同配体对配合物氧化还原性质的影响，并由此通过 FeIII/FeII 氧化还原过程根据其路易斯酸性对配合物进行分类，从而在 CH3CN 溶液中产生以下递减顺序： 4 > 2 > 1 > 3. 还确定了溶剂 CH3CN 和 DMSO 对其电化学性能的影响。此外，我们通过循环伏安法研究了电化学生成的 FeII 配合物对双氧的反应性以及 FeIII 配合物对超氧化物的反应性。所有配合物均在DMSO溶液中与分子氧和超氧化物反应。在比原始化合物更具阴极电位的情况下观察到归因于含氧物质的氧化还原过程。根据数据，新物质 FeII–O2 将自身转化为 FeIII–O2−，从而呈现出归因于 FeIII–O2− + e− 过程的新氧化还原波 → FeII–O2−。复合物的 FeIII 形式与 KO2 反应形成相同种类的 FeIII–O2−。
• Diverse coordination of polynuclear copper(II) complexes constructed from benzene tetracarboxylates
  作者：Salah S. Massoud、Franz A. Mautner、Febee R. Louka、Serhiy Demeshko、Sebastian Dechert、Franc Meyer

  DOI：10.1016/j.ica.2011.02.019

  日期：2011.5

  The reaction of aqueous solutions of the preformed 1: 1 Cu(ClO4)(2)-polydentate amine with tetrasodium 1,2,4,5-benzene tetracarboxylate (Na(4)bta) afforded three different types of polynuclear compounds. These include the tetranuclear complexes: [Cu-4(Medpt)(4)(mu(4)-bta)(ClO4)(2)(H2O)(2)](ClO4)(2)center dot 2H(2)O (1), [Cu-4(pmdien)(4)(mu(4)-bta)(H2O)(4)](ClO4)(4) (2), [Cu-4(Mepea)(4)(mu(4)-bta)(H2O)(2)](ClO4)(4) (3), [Cu-4(TPA)(4)(mu(4)-bta)](ClO4)(4)center dot 10H(2)O (4) and [Cu-4(tepa)(4)(mu(4)-bta)](ClO4)(4)center dot 2H(2)O (5), the di-nuclear: [Cu-2(DPA)(2)(mu(2)-bta)(H2O)(2)]center dot 4H(2)O (6), [Cu-2(dppa)(2)(mu(2)-bta)(H2O)(2)]center dot 4H(2)O (7) and [Cu-2(pmea)(2)(mu(2)-bta)]center dot 14H(2)O (8) and the trinuclear complex [Cu-3(dppa)(3)(mu(3)-bta)(H2O)(2.25)](ClO4)(2)center dot 6.5H(2)O (9) where Medpt = 3,3'-diamino-N-methyldipropylamine, pmedien = N, N, N', N '', N ''-pentamethyldiethylenetriamine, Mepea = [2-(2-pyridyl)-ethyl]-(2-pyridylmethyl) methylamine, TPA = tris(2-pyridylmethyl) amine, tepa = tris[2-(2-pyridyl) ethyl)] amine, DPA = di(2-pyridymethyl)amine, dppa = N-propanamide-bis(2-pyridylmethyl) amine and pmea = bis(2-pyridylmethyl)-[ 2-(2-pyridylethyl)] amine. The complexes were structurally characterized by elemental analyses, spectroscopic techniques, and by X-ray crystallography for complexes 1, 2, 4, 6, 7 and 9. X-ray structure of the complexes reveal that bta(4) is acting as a bridging ligand via its four deprotonated caboxylate groups in 1, 2 and 4, three carboxylate groups in 9 and via two trans-carboxylates in 6 and 7. The complexes exhibit extended supramolecular networks with different dimensionality: 1-D in 2 and 4 due to hydrogen bonds of the type O-H center dot center dot center dot O, 2-D in 1 and 7, and 3-D network in 6 as a result of hydrogen bonds of the types N-H center dot center dot center dot O and O-H center dot center dot center dot O. Magnetic susceptibility measurements showed very weak anti-ferromagnetic coupling between the Cu-II ions in 1-5, 7-9 (vertical bar J vertical bar = 0.02-0.87 cm(-1)) and weak ferromagnetic coupling for 6 (J = 0.08 cm(-1)). (C) 2011 Elsevier B. V. All rights reserved.