N,N′-bis(pyridin-2-ylmethylene)-2,2-dimethylpropane-1,3-diamine | 495417-07-7

• 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: N,N′-bis(pyridin-2-ylmethylene)-2,2-dimethylpropane-1,3-diamine
• 英文别名: (E,E)-N,N'-(2,2-Dimethylpropane-1,3-diyl)bis[1-(pyridin-2-yl)methanimine]；N-[2,2-dimethyl-3-(pyridin-2-ylmethylideneamino)propyl]-1-pyridin-2-ylmethanimine
• CAS: 495417-07-7
• 化学式: C₁₇H₂₀N₄
• 分子量: 280.373
• InChiKey: LVIUZVNRBAMXKF-UHFFFAOYSA-N

物化性质

• 沸点：
  444.2±30.0 °C(Predicted)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  50.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N′-bis(pyridin-2-ylmethylene)-2,2-dimethylpropane-1,3-diamine 在 甲醇 、 sodium tetrahydroborate 作用下， 生成 2,2-dimethyl-N,N'-bis(pyridin-2-ylmethyl)propane-1,3-diamine
  参考文献：
  名称：

  基于1,3-二甲基吡啶基3,4,5,6-四氢嘧啶-2-亚基的NCN夹心钯配合物：合成，表征和催化活性†

  摘要：

  本文介绍了在NaN（SiMe 3）2存在下，通过前体四氢嘧啶-1-基六氟磷酸盐的直接金属化反应，合成含有环六元N-杂环卡宾（NHCs）的新型夹心钯配合物的方法。通过X射线单晶分析清楚地表征了该结构。催化活性研究表明，当以Et 3 N为碱，DMA为溶剂时，该配合物有效地催化了芳基溴化物与丙烯酸酯/苯乙烯的Heck反应。

  DOI：

  10.1039/c5ra01706h
• 作为产物：
  描述：

  在 lithium hexamethyldisilazane 作用下， 以 氘代苯 为溶剂， 反应 96.0h， 生成 N,N′-bis(pyridin-2-ylmethylene)-2,2-dimethylpropane-1,3-diamine
  参考文献：
  名称：

  Disparate reactivity from isomeric {Me 2 C(CH 2 N CHpy) 2 } and {Me 2 C(CH NCH 2 py) 2 } chelates in iron complexation

  摘要：

  Cyclizations of R2C(HCNCH2(2-py))(2) (R-2 = Me-2, dmp(PM)(2); R-2 = (CH2)(4), cpp(PM)(2)) to 4,4-dimethyl-2-(pyridin-2-yl)-N-(pyridin-2-ylmethylene)pyrrolidin-3-amine and 3-(pyridin-2-yl)-N-(pyridin-2-ylmethylene)-2-azaspiro-[4.4]-nonan-4-amine, respectively, were catalyzed by 10 mol% Fe{N(TMS)(2)}(2)(THF). A complex with the stoichiometry {Me2C(HCNCH2(2-py))(CHCNCH(2-py))}FeN(TMS)(2) (2-N(TMS)(2)) was shown to be catalytically competent. In contrast, the isomer Me2C(CH2NCH(2-py)H)(2) (dmp(PI)(2)) did not cyclize nor isomerize with Fe{N(TMS)(2)}(2)(THF), but generated {dmp(PI)(2)}FePMe3 (Fe-PMe3) when treated with (Me3P)(3)HFe(eta(2)-PMe2CH2). Calculations of Fe-L (L = PMe3, CO) support the electronics suggested by the metrics of its crystal structure, which revealed the chelate to be {dmp(PI)(2)}(2-) ligated to Fe(II). Electrochemical and brief reactivity studies were consistent with redox activity occurring at the chelate ligand, while the iron likely remains Fe(II). (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2014.07.039

文献信息

• Exploring the limits of redox non-innocence: pseudo square planar [{κ4-Me2C(CH2NCHpy)2}Ni]n (n = 2+, 1+, 0, −1, −2) favor Ni(ii)
  作者：Valerie A. Williams、Elliott B. Hulley、Peter T. Wolczanski、Kyle M. Lancaster、Emil B. Lobkovsky

  DOI：10.1039/c3sc50743b

  日期：——

  dmp(PI)22−}NiII (Ni[0]), which contains radical anion pyridine-imine (PI) units bound to Ni(II). Ag+ oxidation of Ni[0] provided [dmp(PI)2}Ni]+ (Ni[+]) whose assignment as Ni(I) or Ni(II) was made on the basis of ab initio calculations, and EPR spectroscopy. Upon crystallization, Ni[+] formed an asymmetric dimer, [dmp(PI)2}2NiIINi0]2+ (Ni[2+]Ni[0]), consisting of pseudo-octahedral Ni(II) and pseudo-tetrahedral

  用Me 2 C（CH 2 N CHpy）2（dmp（PI）2）处理Ni（COD）2可获得伪正方形平面的反磁性dmp（PI）2 2- } Ni II（Ni [0]），它包含与Ni（II）结合的自由基阴离子吡啶-亚胺（PI）单元。Ag + Ni [0]的氧化提供了[dmp（PI）2 } Ni] +（Ni [+]），其分配为Ni（I）或Ni（II）是从头开始的。计算和EPR光谱。结晶后，Ni [+]形成不对称二聚体，[dmp（PI）2 } 2 Ni II Ni 0 ] 2+（Ni [2+] Ni [0]），由伪八面体Ni（II）和准四面体Ni（0）。Ni [0]的二茂铁氧化（2当量）提供了[dmp（PI）2 }（MeCN）2 Ni II ] 2+（Ni [2+]），而KC 8还原提供了[dmp（PI）2 3− } Ni II ] −（K（THF）2）+（Ni [-]）呈聚合物形式（K +抗衡离子）或离子对形式（含K
• Copper(II) Complexes of Two New Pyridyl–Aliphatic Amine Ligands: Synthetic, Structural, EPR, and Magnetic Studies
  作者：Young Hoon Lee、Hari Kristopo、Arim Woo、Mi Seon Won、Shinya Hayami、Pierre Thuéry、Ok-Sang Jung、Hong In Lee、Bok Jo Kim、Leonard F. Lindoy、Yang Kim

  DOI：10.1071/ch12145

  日期：——

  latter complex is that symmetrical L2 gives rise to non-equivalent coordination behaviour at the individual copper sites; while both sites display five-coordination with distorted square pyramidal arrangements, they differ in having N3Cl2- and N3ClO-donor atom sets, respectively. The electron paramagnetic resonance (EPR) spectra of both complexes are discussed. Variable temperature magnetic susceptibility

  已经制备了两个新的多胺配体L 1和L 2，它们结合了吡啶基和脂肪族胺供体，它们与铜（ii）的反应生成了单核和双核配合物[Cu（L 1）]（ClO 4）2（1）和[Cl 2 Cu（L 2）CuCl（H 2 O）] ClO 4（2）。的X射线结构1所证实，五个氮供体大号1与中心铜离子结合形成扭曲的方形锥体配位球。在2，大号2只充当带有其N桥接配体3端供体配位结构域分离由米-xylylene间隔基团。后一种配合物的一个不寻常的特征是，对称的L 2会在各个铜位上产生非等价的配位行为。虽然两个站点在扭曲的方形金字塔形排列上均显示五坐标，但它们的区别在于N 3 Cl 2-和N 3ClO-供体原子组。讨论了两种配合物的电子顺磁共振（EPR）光谱。可变温度磁化率数据证实了不存在磁相互作用的在1而铜（之间的弱的反铁磁相互作用II）中心中出现2。
• Synthesis and characterization of two new asymmetrical branched amines and related Mn(II) and Ni(II) Schiff base complexes containing pyridine moieties: Crystal structures of Mn(II) and Ni(II) complexes and their antibacterial properties
  作者：Hassan Keypour、Musa Ahmadi、Majid Rezaeivala、Abdolkarim Chehregani、Reza Golbedaghi、Allan G. Blackman

  DOI：10.1016/j.poly.2011.04.039

  日期：2011.6

  Two new branched pentadentate amines (N-5), 3,7-bis(2-pyridylmethyl)-5,5-dimethyl-3,7-diazaheptane-1-amine (1) and 4,8-bis(2-pyridylmethyl)-6,6-dimethyl-4,8-diaza octane-1-amine (2) have been prepared. These have been used to synthesis two new Schiff base complexes containing a pyridine and 2-pyridylmethyl pendant arm, by template [1+1] condensation of pyridine-2-carbaldehyde with the amines in the presence of Mn(II) in methanol. Elemental and spectral results are used to characterize the complexes and their structures are confirmed by single crystal X-ray diffraction studies. The structure of MnL1(ClO4)(2) indicates that in the solid state the Mn(II) ion adopts a slightly distorted octahedral geometry. The crystal structure of [Ni(1)(MeCN)](ClO4)(2) is also reported and exhibits a slightly distorted octahedral geometry. Also the synthesized complexes were screened for their antibacterial activity against Escherichia colt (Lio), Serratia marcescens (PTCC 1330), Staphylococcous aureus (ATCC 6633), and Proteus vulgaris (Lio) and results showed that the all complexes have antibacterial effects and [NiL1](ClO4)(2). [NiL1](ClO4)(2), [MnL2](ClO4) and [MnL1](ClO4)(2) have more effective ones against E. coli. (C) 2011 Elsevier Ltd. All rights reserved.
• Syntheses and structural characterizations of cobalt(II) complexes with N4-donor Schiff base ligands: Influence of methyl substitution on structural parameters and on phenoxazinone synthase activity
  作者：Anangamohan Panja

  DOI：10.1016/j.poly.2014.02.004

  日期：2014.9

  The present report deals with the syntheses, crystal structures and phenoxazinone synthase mimicking activity of three new mononuclear complexes, [Co(L-1)Cl(H2O)]Cl center dot H2O (1), [Co(L-1)(NCS)(2)] (2) and [Co(L-2)Cl-2] (3), derived from the tetradentate ligands (L-1 = N,N'-bis(pyridin-2-ylmethylene)-2,2-dimethylpropane-1,3-diamine and L-2 = N,N'-bis(6-methylpyridin-2-ylmethylene)-2,2-dimethylpropane-1,3-diamine). Single crystal X-ray crystallography reveals that the geometry of the cobalt(II) center in these complexes is found to be distorted-octahedron in which the equatorial positions are occupied by tetradentate Schiff base ligands and remaining two apical positions are bonded to either solvent molecule or counter ion. The crystal packing of the complexes is mainly stabilized by the hydrogen bonding and it pi-pi stacking interactions. All the complexes show moderate phenoxazinone synthase activity and their comparative catalytic activity has been described. The effect of methyl substitution in pyridine ring (in 3) on the structural factor and on the phenoxazinone synthase activity has been explored. The ESI-MS positive spectrum of a mixture of the representative complex (1 or 2) and o-aminophenol shows a peak corresponding to [Co(L-1)(OAP)](+) (OAPH = o-aminophenol) that supports the complex substrate adduct formation in the catalytic cycle. (C) 2014 Elsevier Ltd. All rights reserved.
• Synthesis and characterization of a novel dicyanamide-bridged Co(II) 1-D coordination polymer with a N 4 -donor Schiff base ligand
  作者：Saikat Banerjee、Sattwick Halder、Paula Brandão、Carlos J. Gómez García、Samia Benmansour、Amrita Saha

  DOI：10.1016/j.ica.2017.04.056

  日期：2017.8

  The synthesis, structure and magnetic properties of a novel Co(II) 1D coordination polymer, [Co(L)(mu(1.5)-dca)(ClO4)(2)center dot MeOH](n) (1) are described. Compound I contains two independent cationic Co (II) chains (CoA and CoB) which are parallel to the c direction and present short pi-pi and C-H center dot center dot center dot pi interactions with two neighbouring chains along the b direction, giving rise to alternating layers of chains A and B in the be plane. Variable-temperature magnetic susceptibility measurements shows a weak antiferromagnetic coupling among the adjacent cobalt(II) centres mediated through mu(1.5)-dca(-) bridge. (C) 2017 Elsevier B.V. All rights reserved.