bis(3,5-dimethoxybenzyl)amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: bis(3,5-dimethoxybenzyl)amine
• 英文别名: 1-(3,5-dimethoxyphenyl)-N-[(3,5-dimethoxyphenyl)methyl]methanamine
• 化学式: C₁₈H₂₃NO₄
• 分子量: 317.385
• InChiKey: YJBDTHLHMBLGAY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  23
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  49
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(5-cyclopropyl-2-(1-((3,6-dichloro-1,2,4-triazin-5-yl)amino)ethyl)pyrazolo[1,5-a]pyridin-7-yl)-3-methylimidazolidine-2,4-dione 、 bis(3,5-dimethoxybenzyl)amine 在 N,N-二异丙基乙胺 作用下， 以 1,4-二氧六环 为溶剂， 以70 %的产率得到1-(2-(1-((3-(bis(3,5-dimethoxybenzyl)amino)-6-chloro-1,2,4-triazin-5-yl)amino)ethyl)-5-cyclopropylpyrazolo[1,5-a]pyridin-7-yl)-3-methylimidazolidine-2,4-dione
  参考文献：
  名称：

  [EN] INHIBITORS OF PLASMA KALLIKREIN
  [FR] INHIBITEURS DE LA KALLICRÉINE PLASMATIQUE

  摘要：

  本发明提供了一些化合物及其组合物，可用作血浆卡利肌酶的抑制剂，并表现出相应的良好特性。

  公开号：

  WO2022197763A1
• 作为产物：
  描述：

  3,5-二甲氧基苯甲醛 在 氨 、 氢气 作用下， 以 甲醇 为溶剂， 90.0 ℃ 、3.0 MPa 条件下， 反应 15.0h， 以94%的产率得到bis(3,5-dimethoxybenzyl)amine
  参考文献：
  名称：

  铂纳米粒子均匀分散在共价有机骨架载体上用于仲胺的选择性合成

  摘要：

  已合理设计COF 载体以生长具有窄尺寸分布的均匀分散的铂纳米颗粒。该杂化复合材料在苯甲醛还原胺化生成仲胺方面表现出高催化活性。这项工作为控制活性金属和载体之间的相互作用以及合理设计用于苛刻转化的催化剂开辟了一条途径。

  DOI：

  10.1002/cctc.202101587

文献信息

• Selective Synthesis of Symmetrical Secondary Amines from Nitriles with a Pt−CuFe/Fe ₃ O ₄ Catalyst and Ammonia Borane as Hydrogen Donor
  作者：Rongxiu Guo、GuangQi He、Lei Liu、Yongjian Ai、Ze‐nan Hu、Xinyue Zhang、Haimeng Tian、Hong‐bin Sun、Dun Niu、Qionglin Liang

  DOI：10.1002/cplu.202000028

  日期：2020.8

  secondary amines, but it usually produces a mixture of amines, imines, and hydrogenolysis by‐products. Herein we report a magnetic quaternary‐component Pt−CuFe/Fe3O4 nanocatalyst system for the selective synthesis of symmetrical secondary amines with ammonia borane as hydrogen donor. The catalyst with a low Pt loading (0.456 wt%) is the source of the activity, and the d‐band electron transfer from Cu to

  腈加氢是合成对称仲胺的一种有效且环保的途径，但通常会产生胺，亚胺和氢解副产物的混合物。在这里，我们报告了一种磁性四元组分Pt-CuFe / Fe 3 O 4氨硼烷作为氢供体选择性合成对称仲胺的纳米催化剂体系。Pt含量低（0.456 wt％）的催化剂是活性的来源，并且d-带电子从Cu转移到Fe会提高选择性。这种协同作用导致在温和的反应条件下，苯甲腈以优异的转化率（高达99％）和几乎定量的选择性（高达96％）转化为二苄基胺，但是反应TOF高达1409.9 h -1。多种腈适合用于合成对称仲胺。更重要的是，根本没有检测到有害的氢解副产物，特别是甲苯。另外，该催化剂是可磁回收的，并且可以重复使用多达五次。
• Recognition between V- and dumbbell-shaped molecules
  作者：Wing-Yan Wong、Siu-Fung Lee、Hoi-Shan Chan、Thomas C. W. Mak、Chi-Hin Wong、Lau-Shan Huang、J. Fraser Stoddart、Ken Cham-Fai Leung

  DOI：10.1039/c3ra43470b

  日期：——

  A series of 2,6-bis(imino)pyridyl-based V-shaped compounds bearing various para-substituents on the terminal aromatic rings [C5H3N(CHN–C6H4R)2; R = OMe, iPr, Me, H, Cl, F, and CF3] have been prepared and investigated for their reversible binding with the dumbbell-shaped cations NH2+–CH2–C6H3(OMe-3,5)2}2 and 9-anthryl–CH2–NH2+–CH2–C6H3(OMe-3,5)2. Three crystalline V-shaped compounds and a dumbbell hexafluorophosphate were characterised in the solid state by X-ray structural analysis. The binding mode of the 1 : 1 V-shaped molecule·dumbbell complexes was evaluated by 1H NMR spectroscopy. The binding constants (90–400 M−1 in dichloromethane) and stoichiometries of the complexes were determined using the Method of Continuous Variations and the Rose-Drago Method based on 1H NMR spectroscopic data. In a series of V-shaped compounds, the binding strength with both dumbbell cations diminishes with the decreasing electron-donating ability of the R substituents. Specifically, one of the diimine V-shaped compounds shows a stronger binding with the symmetrical dumbbell than with the unsymmetrical anthracene-containing dumbbell. Fluorescence measurements of equimolar mixtures of the V-shaped compounds and the unsymmetrical dumbbell have revealed a reduced anthracene emission which is approximately 50% that of the original intensity. Rapid and complete dissociation (<5 min) of the V-shaped compounds from the dumbbells was realised using an excess of acid or base, whereas only partial dissociation of the complexes was achieved with a large excess of water (<1 h).

  我们制备了一系列 2,6-双（亚氨基）吡啶基 V 型化合物，其末端芳香环上带有各种对位取代基 [C5H3N(CHN-C6H4R)2；R = OMe、iPr、Me、H、Cl、F 和 CF3]，并研究了它们与哑铃形阳离子 NH2+-CH2-C6H3(OMe-3,5)2}2 和 9-anthryl-CH2-NH2+-CH2-C6H3(OMe-3,5)2 的可逆结合。通过 X 射线结构分析，确定了三种 V 形结晶化合物和一种哑铃状六氟磷酸盐的固态特征。1 ：通过 1H NMR 光谱评估了 1 : 1 V 型分子-哑铃复合物的结合模式。根据 1H NMR 光谱数据，采用连续变化法和 Rose-Drago 法确定了复合物的结合常数（二氯甲烷中为 90-400 M-1）和化学计量数。在一系列 V 型化合物中，与哑铃阳离子的结合强度随着 R 取代基电子负载能力的降低而减弱。具体来说，其中一种二亚胺 V 型化合物与对称哑铃的结合力强于与不对称含蒽哑铃的结合力。对 V 型化合物和非对称哑铃的等摩尔混合物进行的荧光测量显示，蒽的发射强度降低了约 50%。使用过量的酸或碱可实现 V 型化合物与哑铃的快速完全解离（小于 5 分钟），而使用大量过量的水（小于 1 小时）只能实现复合物的部分解离。
• NANO-SIZED La0.5Ca0.5CoO3-MEDIATED REDUCTION BY NaBH4 OF ARYL NITRILES TO BIS-(BENZYL) AMINES
  作者：HOSSEIN BAVANDI、ALI SHIRI、HAMAN TAVAKKOLI

  DOI：10.4067/s0717-97072017000100005

  日期：——

  Nano-sized La0.5Ca0.5CoO3 perovskite, which was produced via the sol-gel method, was an efficient heterogeneous catalyst in combination with NaBH4 for the rapid chemoselective reduction of aryl nitriles to bis-(benzyl) amines at 40 degrees C in good to excellent yields. The physico-chemical properties of the catalyst were characterized by means of differential thermal analysis (DTA), thermogravimetric analysis (TGA), X-ray diffraction (XRD), transmission electron microscopy (TEM), scanning electron microscopy (SEM), energy dispersive spectroscopy (EDX) and particle size distributions images. The results show that nanoparticles have regular shapes with well-defined crystal faces with an average size of 30 nm.
• Tribenzo[27]crown-9:  A New Ring for Dibenzylammonium Rods
  作者：Stuart J. Cantrill、Matthew C. T. Fyfe、Aaron M. Heiss、J. Fraser Stoddart、Andrew J. P. White、David J. Williams

  DOI：10.1021/ol991205j

  日期：2000.1.1

  [GRAPHICS]Dibenzylammonium (DBA(+)) ions thread through the cavity of tribenzo[27]crown-9 (TB27C9) to generate [2]pseudorotaxanes that are stabilized principally by hydrogen bonding interactions. The stabilities and complexation kinetics associated with these pseudorotaxanes depend markedly on the nature of the substituents situated on the phenyl rings of the DBA(+) ions. For example, the complex formed between TB27C9 and the DBA(+) ion bearing electron withdrawing p-CO2Me substituents is stronger than that obtained from TB27C9 and the "parent", unsubstituted DBA(+) ion itself. Furthermore, the "parent" complex equilibrates much more rapidly with its uncomplexed components than do the complexes generated from TB27C9 and substituted DBA(+) ions.
• Platinum Nanoparticles Uniformly Dispersed on Covalent Organic Framework Supports for Selective Synthesis of Secondary Amines
  作者：Nan Wang、Jianguo Liu、Long Tang、Chenguang Wang、Xinjun Li、Longlong Ma

  DOI：10.1002/cctc.202101587

  日期：2022.3.8

  A COF support has been rationally designed for growing of uniformly dispersed platinum nanoparticles with a narrow size distribution. The hybrid composite exhibits high catalytic activity in the reductive amination of benzaldehyde towards secondary amines. This work opens an avenue towards controlling the interaction between active metals and support as well as rational design of catalyst for demanding

  已合理设计COF 载体以生长具有窄尺寸分布的均匀分散的铂纳米颗粒。该杂化复合材料在苯甲醛还原胺化生成仲胺方面表现出高催化活性。这项工作为控制活性金属和载体之间的相互作用以及合理设计用于苛刻转化的催化剂开辟了一条途径。