N,N'-dimethyl-N,N'-bis(8-quinolyl)-ethane-1,2-diamine | 805974-84-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N,N'-dimethyl-N,N'-bis(8-quinolyl)-ethane-1,2-diamine
• 英文别名: N,N'-Di-methyl-N,N'-bis(8-chinolyl)ethan-1,2-diamin；N,N'-dimethyl-N,N'-di(quinolin-8-yl)ethane-1,2-diamine
• CAS: 805974-84-9
• 化学式: C₂₂H₂₂N₄
• 分子量: 342.443
• InChiKey: JIEJHOIDBCTGGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  32.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  manganese(II)-bis(trifluoroacetate) 、 N,N'-dimethyl-N,N'-bis(8-quinolyl)-ethane-1,2-diamine 以 乙腈 为溶剂， 生成 [Mn(N,N'-dimethyl-N,N'-bis(8-quinolyl)-ethane-1,2-diamine)(CF3CO2)2]
  参考文献：
  名称：

  氧合反应中的高效非血红素锰络合物。

  摘要：

  非血红素锰（II）配合物在碘烷基苯对烯烃的环氧化以及过乙酸对烯烃，醇和烷烃的氧化中显示出高催化活性。提出了一种涉及金属基氧化剂的氧化反应机理。

  DOI：

  10.1039/b708976g
• 作为产物：
  描述：

  聚合甲醛 、 N,N′-bis(8-quinolyl)ethane-1,2-diamine 在 sodium cyanoborohydride 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 24.0h， 以74%的产率得到N,N'-dimethyl-N,N'-bis(8-quinolyl)-ethane-1,2-diamine
  参考文献：
  名称：

  Synthesis, characterization, cis-ligand substitution and catalytic alkane hydroxylation by mononuclear nickel(II) complexes stabilized with tetradentate tripodal ligands

  摘要：

  The synthesis and spectroscopic characterization of the mononuclear complexes [Ni(bqenH(2))(H2O)(2)](ClO4)(2) 1 and [Ni(bqenMe(2))(H2O)(2)](ClO4)(2) 2 (where bqenH(2) = N, N'-bis(8-quinolyl) ethane-1,2-diamine and bqenMe(2) = N, N'-dimethyl-N, N'-bis(8-quinolyl) ethane-1,2-diamine) is reported. The bqenMe(2) ligand was prepared by a simple modification to the earlier procedure. The reaction of 1 and 2 with 1,10-phenanthroline (phen) or 2,2 '-bipyridine (bpy) resulted in the formation of [Ni(bqenH(2))(phen)](ClO4)(2) 3, [Ni(bqenMe(2))(phen)](ClO4)(2) CH3CN 4, [Ni(bqenH(2))(bpy)](ClO4)(2) 5, and [Ni(bqenMe(2))(bpy)](ClO4)(2) 6. The redox properties of 1-6 are reported. The crystal structures of 3 and 4 consist of distorted octahedral [Ni(bqenH(2))(phen)](2+) and [Ni(bqenMe(2))(phen)](2+) cations which are stabilized by N-H...O and C-H...O interactions. Compounds 1 and 2 afforded hydroxylation of alkanes with high alcohol to ketone ratio in the presence of m-CPBA oxidant. (C) 2015 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2015.01.009

文献信息

• [EN] NOVEL PREPARATION METHOD OF QUINOLINE N-OXIDE DERIVATIVE WITH AMIDE GROUP<br/>[FR] NOUVEAU PROCÉDÉ DE PRÉPARATION D'UN DÉRIVÉ DE N-OXYDE DE QUINOLÉINE AYANT UN GROUPE AMIDE
  申请人：INST BASIC SCIENCE

  公开号：WO2015160125A1

  公开（公告）日：2015-10-22

  Provided are a preparation method of a quinoline N-oxide derivative with an amide group capable of easily introducing the amide group into the quinoline N-oxide derivative by simplified processes and mild reaction conditions, and a quinoline N-oxide derivative with an amide group prepared by using the same.

  提供了一种奎诺啉N-氧化物衍生物的制备方法，该方法能够通过简化的过程和温和的反应条件将酰胺基团轻松引入奎诺啉N-氧化物衍生物中，并且提供了使用该方法制备的带有酰胺基团的奎诺啉N-氧化物衍生物。
• Ligand Topology Variations and the Importance of Ligand Field Strength in Non-Heme Iron Catalyzed Oxidations of Alkanes
  作者：Jason England、George J. P. Britovsek、Nitin Rabadia、Andrew J. P. White

  DOI：10.1021/ic070062r

  日期：2007.4.30

  A series of iron(II)-bis(triflate) complexes [Fe(L)(OTf)2] containing linear tetradentate bis(quinolyl)-diamine and bis(quinolylmethyl)-diamine ligands with a range of ligand backbones has been prepared. The coordination geometries of these complexes have been investigated in the solid state by X-ray crystallography and in solution by 1H and 19F NMR spectroscopy. Because of the labile nature of high-spin

  制备了一系列具有直链四齿双（喹啉基）-二胺和双（喹啉基甲基）-二胺配体和一系列配体骨架的铁（II）-双（三氟甲磺酸酯）配合物[Fe（L）（OTf）2]。这些配合物的配位几何结构已通过X射线晶体学进行了固态研究，并通过1H和19F NMR光谱进行了研究。由于溶液中高旋转铁（II）配合物的不稳定性质，在某些配体系统中观察到具有不同配位几何结构（顺式-α，顺式-β和反式）的配合物的动态平衡。在这些情况下，固态观察到的几何形状不一定代表溶液中存在的唯一或什至主要几何形状。通过可变温度（VT）磁矩测量和紫外可见光谱研究了各种配合物中的配体场强。用最刚性的配体观察到最强的配体场，该配体产生具有顺式-α配位几何结构的[Fe（L）（OTf）2]配合物，相应的[Fe（L）（CH3CN）2] 2+配合物显示自旋交叉行为。使用过氧化氢作为氧化剂，已经研究了配合物对环己烷氧化的催化性能。配体中增加的柔性导致较弱的
• A Combined Experimental and Theoretical Investigation of Oxidation Catalysis by <i>cis</i>-[V^IV(O)(Cl/F)(N₄)]⁺ Species Mimicking the Active Center of Metal-Enzymes
  作者：Michael G. Papanikolaou、Anastasia V. Simaioforidou、Chryssoula Drouza、Athanassios C. Tsipis、Haralampos N. Miras、Anastasios D. Keramidas、Maria Louloudi、Themistoklis A. Kabanos

  DOI：10.1021/acs.inorgchem.2c02526

  日期：2022.11.21

  distorted VIV coordination environment. The vanadium compounds act as catalysts toward alkane oxidation by aqueous H2O2 with moderate ΤΟΝ up to 293 and product yields of up to 29% (based on alkane); the vanadium(IV) is oxidized to vanadium(V), and the ligands remain bound to the vanadium atom during the catalysis, as determined by 51V and 1H NMR spectroscopies. The cw X-band EPR studies proved that the

  V IV OCl 2与非平面四齿N 4双喹啉配体的反应产生通式顺式-[V IV (O)(Cl)(N 4 )]Cl的四种氧化钒(IV)化合物。用KF和NaClO 4顺序处理两种非甲基化的N 4氧化钒(IV)化合物导致分离出具有通式顺式-[V IV (O)(F)(N 4 )]ClO 4的物质。与此形成鲜明对比的是，EPR 和理论计算证明，由于空间位阻，甲基化 N 4氧化钒(IV) 衍生物对 KF 反应呈惰性。通过单晶X射线结构分析、连续EPR光谱和磁化率对氧化钒(IV)化合物进行了表征。晶体学表征表明，钒化合物具有高度扭曲的八面体配位环境，并且d (V IV –F) = 1.834(1) Å 是已报道的（氧化）（氟化）钒（IV）化合物中最短的。 V IV O 2+物种的实验 EPR 参数偏离了经验加和关系计算的参数，可归因于轴向供体原子反式至氧化基团和扭曲的 V IV配位环境。 钒化合物可作为水性
• Structure–function correlation of mononuclear nonheme copper(<scp>ii</scp>) compounds based on a ligand backbone effect and phenoxazinone synthase activity
  作者：Sarvesh S. Harmalkar、Vishnu R. Chari、Rohan K. Kunkalekar、Sunder N. Dhuri

  DOI：10.1039/d2nj04859k

  日期：——

  oxidation of 2-aminophenol (H2AP) to 2-amino-phenoxazine-3-one (APX), which revealed phenoxazinone synthase activity. DFT steric maps were utilized to understand the catalytic activity of 1 (% Vbur, 71.3%) and 2 (% Vbur, 75.6%). The current results clearly demonstrate an interesting structure–function relationship based on the effect of the ligand backbone on the geometry.

  单核非血红素铜( II )化合物[Cu(BQEN)(CH 3 CN)] 2+ 1和[Cu(BQPN)(CH 3 CN)] 2+ 2 (BQEN = N , N ′-二甲基- N , N ′ -di(quinolin-8-yl) ethaneane -1,2-diamine; BQPN = N , N' -dimethyl- N , N'-di(quinolin-8-yl)propane-1,2-diamine) were synthesed and通过元素分析、ESI-MS、EPR 和单晶 X 射线衍射法表征。化合物1结晶于P空间群，而2结晶于P 2 1 / n组。化合物1和2表现出扭曲的四方金字塔几何结构，有趣的是，它们分别与1和2中的规则四方金字塔结构相差 4.8% 和 46.0% 。这归因于2中配体碳链主链的边际增加。化合物1和2用于将 2-氨基苯酚 (H 2 AP) 空气氧化为 2-氨基-吩恶嗪-3-酮
• Synthesis, characterization, cis-ligand substitution and catalytic alkane hydroxylation by mononuclear nickel(II) complexes stabilized with tetradentate tripodal ligands
  作者：Dattaprasad D. Narulkar、Amit R. Patil、Chandan C. Naik、Sunder N. Dhuri

  DOI：10.1016/j.ica.2015.01.009

  日期：2015.3

  The synthesis and spectroscopic characterization of the mononuclear complexes [Ni(bqenH(2))(H2O)(2)](ClO4)(2) 1 and [Ni(bqenMe(2))(H2O)(2)](ClO4)(2) 2 (where bqenH(2) = N, N'-bis(8-quinolyl) ethane-1,2-diamine and bqenMe(2) = N, N'-dimethyl-N, N'-bis(8-quinolyl) ethane-1,2-diamine) is reported. The bqenMe(2) ligand was prepared by a simple modification to the earlier procedure. The reaction of 1 and 2 with 1,10-phenanthroline (phen) or 2,2 '-bipyridine (bpy) resulted in the formation of [Ni(bqenH(2))(phen)](ClO4)(2) 3, [Ni(bqenMe(2))(phen)](ClO4)(2) CH3CN 4, [Ni(bqenH(2))(bpy)](ClO4)(2) 5, and [Ni(bqenMe(2))(bpy)](ClO4)(2) 6. The redox properties of 1-6 are reported. The crystal structures of 3 and 4 consist of distorted octahedral [Ni(bqenH(2))(phen)](2+) and [Ni(bqenMe(2))(phen)](2+) cations which are stabilized by N-H...O and C-H...O interactions. Compounds 1 and 2 afforded hydroxylation of alkanes with high alcohol to ketone ratio in the presence of m-CPBA oxidant. (C) 2015 Elsevier B.V. All rights reserved.