N₁-(1-(pyridin-2-yl)ethylidene)propane-1,3-diamine | 907997-05-1

• 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
• 英文名称: N₁-(1-(pyridin-2-yl)ethylidene)propane-1,3-diamine
• 英文别名: N-(1-pyridin-2-ylethylidene)propane-1,3-diamine；3-(1-Pyridin-2-ylethylideneamino)propan-1-amine
• CAS: 907997-05-1
• 化学式: C₁₀H₁₅N₃
• 分子量: 177.249
• InChiKey: LPHCHWFUXVCHBL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  51.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  nickel(II) perchlorate hexahydrate 、 N₁-(1-(pyridin-2-yl)ethylidene)propane-1,3-diamine 以 甲醇 为溶剂， 以70%的产率得到[Ni(N(1)-(1-pyridin-2-yl-ethylidene)-propane-1,3-diamine)2](perchlorate)2
  参考文献：
  名称：

  Anion directed templated synthesis of mono- and di-Schiff base complexes of Ni(II)

  摘要：

  Two sets of Schiff base ligands, set-1 and set-2 have been prepared by mixing the respective diamine (1,2-propanediamine or 1,3-propanediamine) and carbonyl compounds (2-acetylpyridine or pyridine-2-carboxaldehyde) in 1:1 and 1:2 ratios, respectively and employed for the synthesis of complexes with Ni(II) perchlorate and Ni(II) thiocyanate. Ni(II) perchlorate yields the complexes having general formula [NiL2](ClO4)(2) (L = L-1 [N-1-(1-pyridin-2-yl-ethylidine)-propane-1,3-diamine] for complex 1, L-2 [N-1-pyridine-2-ylmethylene-propane1,3-diamine] for complex 2 or L-3 [N-1-(1-pyridine-2-yl-ethylidine)-propane-1,2-diamine] for complex 3) in which the Schiff bases are mono-condensed terdentate whereas Ni(II) thiocyanate results in the formation of tetradentate Schiff base complexes, [NiL](SCN)(2) (L=L-4 [N,N'-bis-(1-pyridine-2-yl-ethylidine)-propane-1,3-diamine] for complex 4, L-5 [NN'-bis(pyridine-2-ylmethyline)-propane-1, 3-diamine] for complex 5 or L-6 [NN'-bis-(1-pyridine-2-yl-ethylidine)-propane- 1, 2-diamine] for complex 6) irrespective of the sets of ligands used. Formation of the complexes has been explained by anion modulation of cation templating effect. All the complexes have been characterized by elemental analyses, spectral and electrochemical results. Single crystal X-ray diffraction studies confirm the structures of four representative members, 1, 3, 4 and 5; all of them have distorted octahedral geometry around Ni(II). The bis-complexes of terdentate ligands, I and 3 are the mer isomers and the complexes of tetradentate ligands, 4 and 5 possess trans geometry. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2007.03.037
• 作为产物：
  描述：

  2-乙酰基吡啶 、 1,3-丙二胺 以 甲醇 为溶剂， 反应 0.5h， 以87%的产率得到N₁-(1-(pyridin-2-yl)ethylidene)propane-1,3-diamine
  参考文献：
  名称：

  具有2-乙酰吡啶和丙烷-1,3-二胺的席夫碱的铜（II）和锌（II）配合物的合成，结构和抗菌研究

  摘要：

  一种新的双氰胺桥联的聚合铜（II）络合物[Cu（L 1）（DCM）] n · n BF 4（1）和一种新的硫氰酸根配位单核锌（II）络合物[Zn（L 2） （NCS]·BF 4（2）（L 1 = N-（1-吡啶-2-基亚乙基）丙烷-1,3-二胺，L 2 = N，N' -双（1-吡啶-2--2-亚乙基）丙烷-1,3-二胺）已经制备并通过元素分析和红外光谱表征。配合物的结构已经通过X射线晶体学确定。（1）中的Cu原子和（2）中的Zn原子周围的配位几何形状是扭曲的四棱锥。研究了复合物的抗菌活性。

  DOI：

  10.1080/15533174.2011.609239

文献信息

• Fe ^II Bistable Materials with Dissymmetrical Ligands: Synthesis, Crystal Structure, Magnetic and Mössbauer Properties of Fe ^II Complexes Based on N ₄ Schiff Bases Possessing 2‐Pyridyl and 1‐R‐Imidazol‐2‐yl Rings
  作者：Nicolas Bréfuel、Sergiu Shova、Jean‐Pierre Tuchagues

  DOI：10.1002/ejic.200700320

  日期：2007.9

  -propane-1,3-diamine; 3: x = 1, R 1 = H, R 2 = H; 4: x = 2, R 1 = H, R 2 = Me; 5: x = 3, R 1 = Me, R 2 = H; 6: x = 4, R 1 = Me, R 2 = Me). These dissymmetrical Schiff bases, possessing pyridine and imidazole rings, are obtained through the reaction of 2-methyl-2-pyridin-2-yl-hexahydropyrimidine (R 1 = H; 3, 4) or 2,5,5-trimethyl-2-pyridin-2-yl-hexahydropyrimidine (R 1 = Me; 5, 6) aminals with imidazole-2-carboxaldehyde

  两种对称 Fe II 配合物 [FeL B4 (NCS) 2 ], 1 和 [FeL B5 (NCS) 2 ], 2 (L Bx = N,N'-bis[(2-NR-imidazol)] 的合成和表征-1-基)亚甲基]-2,2-二甲基丙烷-1,3-二胺配体；1: x = 4, R = H; 2: x = 5, R = Me)。而四齿配体 L B4 在 1 中是平面的，而 2 的 X 射线结构说明了 L B5 的折叠构象。合成亚铁 [FeL Ex (NCS) 2 ] 配合物 (L Ex = N-[(1-NR 2 -imidazol-2-yl)methylene]-N'-(1-pyridin-2-yl-ethylidene)-2 ,2-R 1 -丙烷-1,3-二胺; 3: x = 1, R 1 = H, R 2 = H; 4: x = 2, R 1 = H, R 2 = Me; 5: x = 3，R
• A simple and facile to prepare Pd(II) complex containing the pyridyl imine ligand [C5H4N-2-CH3CN-(CH2)3NH2]. Structural characterization and catalytic evaluation in Suzuki–Miyaura C–C couplings
  作者：J. Roberto Pioquinto-Mendoza、Patricia Conelly-Espinosa、Reyna Reyes-Martínez、Rubén A. Toscano、Juan M. Germán-Acacio、Alcives Avila-Sorrosa、Oscar Baldovino-Pantaleón、David Morales-Morales

  DOI：10.1016/j.jorganchem.2015.08.024

  日期：2015.11

  The facile and simple synthesis and structural characterization of a Pd(II) complex derived from the ligand N-1-(1-(pyridin-2-yl) ethylidene)propane-1,3-diamine (L1) is described. The Pd(II) species [Pd(L1) Cl][BF4] (PdL1) has been fully characterized and its structure unequivocally determined by single crystal X-ray diffraction techniques. The molecular structure of PdL1 shows the ligand L1 coordinated in a kappa(3)-N,N,N-tridentate fashion thus affording a slightly distorted square planar compound. This species was employed as catalyst in Suzuki-Miyaura couplings affording good to excellent yields. Furthermore, in the solid state this compound exhibited extended hydrogen-bond networks. (C) 2015 Elsevier B.V. All rights reserved.
• Facile synthesis of Cu(II) complexes of monocondensed N,N,N donor Schiff base ligands: Crystal structure, spectroscopic and magnetic properties
  作者：Shouvik Chattopadhyay、Mau Sinha Ray、Michael G.B. Drew、Albert Figuerola、Carmen Diaz、Ashutosh Ghosh

  DOI：10.1016/j.poly.2006.01.024

  日期：2006.7

  Four new copper(II) complexes, [((CuLN3)-N-1)(2)](ClO4)(2) (1), [(CuL2 N-3)(2)](ClO4)(2) (2), [CuL3(N-3)ClO4)](n) (3) and [CuL4(mu-1,1-N-3)(mu-1,3-N-3)(ClO4)](n) (4) where L-1 = N-1-pyridin-2-yl-methylene-propane-1,3-diamine, L-2 = N-1-(1-pyridin-2-yl-ethylidene)propane-1,3-diamine, L-3 =N-1-(1-pyridin-2-yl-ethylidene)ethane-1,2-diamine and L-4=N-1-(1-pyridin-2-yl-ethylidene)propane-1,2-diamine are four tridentate N,N,N donor Schiff base ligands, have been derived and structurally characterized by X-ray crystallography. Compounds 1 and 2 consist of double basal-apical end-on (EO) azide bridged dinuclear Cu-II complexes with square-pyramidal geometry. In complex 3 the square planar mononuclear [CuL3 (N-3)] units are linked by weakly coordinated perchlorate ions in the axial positions of Cu-II to form a one-dimensional chain. Two such chains are connected by hydrogen bonds involving perchlorate ions and azide groups. Compound 4 consists of 1-D chains in which the Cu-II ions with a square-pyramidal geometry are alternately bridged by single EO and end-to-end (EE) azido ligands, both adopting a basal-apical disposition. Variable temperature (300-2 K) magnetic susceptibility measurements and magnetization measurements at 2 K have been performed. The results reveal that complexes 1 and 2 are antiferromagnetically coupled through azido bridges (J= -12.18 +/- 0.09 and -4.43 +/- 0.1 cm(-1) for 1 and 2, respectively). Complex 3 shows two different magnetic interactions through the two kinds of hydrogen bonds; one is antiferromagnetic (J(1) = - 9.69 +/- 0.03 cm(-1)) and the other is ferromagnetic (J(2) = 1.00 +/- 0.01 cm(-1)). From a magnetic point of view complex 4 is a ferromagnetic dinuclear complex (J= 1.91 +/- 0.01 cm(-1)) coupled through the EO bridge only. The coupling through the EE bridge is practically nil as the N(azido)-Cu-II (axial) distance (2.643 angstrom) is too long. (C) 2006 Elsevier Ltd. All rights reserved.