N-(2-pyridylmethyl)-N,N-bis[2'-hydroxy-5'-methylbenzyl]amine | 100816-85-1

• 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: N-(2-pyridylmethyl)-N,N-bis[2'-hydroxy-5'-methylbenzyl]amine
• 英文别名: 2-[[(2-Hydroxy-5-methylphenyl)methyl-(pyridin-2-ylmethyl)amino]methyl]-4-methylphenol
• CAS: 100816-85-1
• 化学式: C₂₂H₂₄N₂O₂
• 分子量: 348.445
• InChiKey: JNBHIRBRPNULNB-UHFFFAOYSA-N

物化性质

• 沸点：
  498.1±40.0 °C(Predicted)
• 密度：
  1.201±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  56.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(trimethylsilyl)amide yttrium(III) 、 N-(2-pyridylmethyl)-N,N-bis[2'-hydroxy-5'-methylbenzyl]amine 以 正己烷 为溶剂， 生成
  参考文献：
  名称：

  镧系元素络合物的高通量方法及其在己内酯开环聚合中的快速筛选。

  摘要：

  使用高通量方法已经合成了由含氮和氧的配体支撑的镧系元素络合物的库。该配合物用于ε-己内酯的开环聚合中，在某些情况下提供分子量可控且多分散性窄的聚己内酯。开发了基于21个配体和8种镧系元素试剂的文库，以确定镧系金属和配体的最佳组合。它们是通过[Ln [N（SiMe（3））（2）]（3）]配合物与含有氧和氮供体的四齿双阴离子配体的氨基转移反应制备的。1 H NMR光谱用于筛选聚合活性。配位体的空间需求对聚合过程有重要影响，氮供体的类型和中心Ln（3+）离子的大小也一样。含有具有大取代基如叔戊基的芳基环的配体提供了能够进行己内酯受控聚合的物质，而较小的基团如甲基则无效。与较大的镧系元素，镧和以及较小的镧系元素（如）相比，钇和中等尺寸的镧系元素（如sa）显示出更高的活性。报道了空间上需要的螯合胺-双（（2-羟基芳基）甲基）配体和氯桥联的双核g配合物的X射线晶体结构。中心对称分子在扭曲的带帽三角棱柱

  DOI：

  10.1039/b406841f
• 作为产物：
  描述：

  2-氨甲基吡啶 、 聚合甲醛 、 对甲酚 以 甲醇 为溶剂， 反应 48.0h， 以50%的产率得到N-(2-pyridylmethyl)-N,N-bis[2'-hydroxy-5'-methylbenzyl]amine
  参考文献：
  名称：

  双核钴 (iii) 和混合价三核 MnIII–MnII–MnIII 与三足桥联吡啶基氨基苯酚配体配合物

  摘要：

  与三足 N-(2-吡啶基-甲基)-N,N-双-[2'-羟基-5'-甲基-苄基]-胺、一个 CoIII 二聚体和线性混合价 MnIII–MnII– 的两个新配合物MnIII已被合成和表征。

  DOI：

  10.1039/c5nj03670d

文献信息

• The templating effect of halides in the tetrameric copper(II) [Cu2(LH)2(μ4-X)Cu2(LH)2]3+ complexes (LH2=N-(2-pyridylmethyl)-N,N-bis-[2′-hydroxy-5′-methyl-benzyl]-amine; X=Br, Cl). Synthesis and magneto-structural characterization
  作者：J. Manzur、A. Vega、A. Escuer

  DOI：10.1016/j.poly.2014.03.048

  日期：2014.7

  Abstract The synthesis, magnetic and structural characterization of two tetrameric copper(II) complexes N(C4H9)4}-[Cu2(LH)2(μ4-Br)Cu2(LH)2](PF6)4 (1) and [Cu2(LH)2(μ4-Cl)Cu2(LH)2](Cl)2(PF6) (2) is described. LH stands for the hemi-deprotonated anion of the tripodal aminophenol ligand N-(2-pyridylmethyl)-N,N-bis-[2′-hydroxy-5′-methyl-benzyl]-amine. The complexes are tetrametallic species formed around

  摘要两种四聚铜（II）络合物N（C4H9）4}-[Cu2（LH）2（μ4-Br）Cu2（LH）2]（PF6）4（1）和[描述了Cu 2（LH）2（μ4 -Cl）Cu 2（LH）2]（Cl）2（PF 6）（2）。LH代表三脚架氨基苯酚配体N-（2-吡啶基甲基）-N，N-双-[2'-羟基-5'-甲基-苄基]-胺的半去质子化的阴离子。配合物是在中央卤化物离子周围形成的四金属物种，通过桥接两个二聚苯氧基桥连的[Cu2（LH）2] 2+单元，可作为形成四核物种的阴离子模板。磁性行为由二聚体单元内的强反铁磁交换决定，并由苯氧桥介导：J = -439（4）cm-1，（1）的g = 2.10（2）和J = -429（2） cm-1，（2）的g = 2.090（9）。
• Accelerated syntheses of amine-bis(phenol) ligands in polyethylene glycol or “on water” under microwave irradiation
  作者：Francesca M Kerton、Stacey Holloway、Angela Power、R Graeme Soper、Kristina Sheridan、Jason M Lynam、Adrian C Whitwood、Charlotte E Willans

  DOI：10.1139/v08-043

  日期：2008.5.1

  Pure amine-bis(phenol) ligands are readily accessible in high yield, often >90%, when the Mannich condensation reactions are performed “on water” or in poly(ethyleneglycol) (PEG). Microwave-assisted synthesis dramatically reduces the time and energy required to prepare these molecules, typically from 24 h to 5 min. The approach seems to be widely applicable (7 amines and 5 phenols were tested to yield a diverse set of bis(phenol) ligands). Significant improvements in yield were observed for ligands derived from di-tert-amyl and di-tert-butyl phenols, possibly resulting from a hydrophobic effect. Single crystal X-ray diffraction data for the ligand derived from p-cresol and N,N′-dimethylethylenediamine is reported.Key words: amine-phenol, Mannich condensation, on water, microwave, ligand, high-throughput.

  当曼尼希缩合反应在 "水上 "或聚（乙二醇）（PEG）中进行时，很容易获得纯胺-双（酚）配体，而且收率很高，通常可达 90%。微波辅助合成大大减少了制备这些分子所需的时间和能量，通常可从 24 小时缩短到 5 分钟。这种方法似乎具有广泛的适用性（对 7 种胺和 5 种酚进行了测试，得到了多种双（酚）配体）。从二叔戊基苯酚和二叔丁基苯酚衍生出的配体的产率显著提高，这可能是疏水效应的结果。报告了由对甲酚和 N,N′-二甲基乙二胺衍生的配体的单晶 X 射线衍射数据。 关键词：胺-酚、曼尼希缩合、水、微波、配体、高通量。
• Enhancement of Terbium(III)-Centered Luminescence by Tuning the Triplet Energy Level of Substituted Pyridylamino-4-R-Phenoxo Tripodal Ligands
  作者：Jorge Manzur、Carolina Poblete、Jeannette Morales、Ricardo Costa de Santana、Lauro June Queiroz Maia、Andres Vega、Pablo Fuentealba、Evgenia Spodine

  DOI：10.1021/acs.inorgchem.0c00023

  日期：2020.4.20

  The obtained quantum yields follow the trend IV > II ≫ I > III. The quantum yield for II and IV is approximately five times greater than those obtained for I and III, indicating that the LCl and LCOOCH3 are better sensitizers of the TbIII ions. These results were rationalized in terms of the variation of the energy gap between the triplet level (T1) of the ligand and the emissive 5D4 level of TbIII

  一系列具有三脚架配体，2,2'-[[（（2-吡啶基甲基）亚氨基]二（亚甲基）]-双（4-R-苯酚）的发光苯氧桥双核TbIII配合物，其中R = CH3（L ）制备了（I），Cl（LCl）（II）， O（L O）（III），COO （LCOO ）（IV），以研究对位取代对配体苯酚环的TbIII发光的影响。对于这些TbIII配合物，观察到对配体中心荧光的完全抑制，这表明了有效的配体到金属的能量转移。发现复合物IV是在室温下显示出更大的发射强度的复合物。获得的量子产率遵循IV> II→I> III的趋势。II和IV的量子产率大约是I和III的量子产率的五倍，表明LC1和LCOO 是TbIII离子的更好的敏化剂。由于取代基的电子受体或电子给体性质，这些结果根据配体的三重态能级（T1）和TbIII的发射5D4能级之间的能隙变化而合理化。所有研究的配合物的τav值都在毫秒范围内
• Tuning White Light Emission in Dinuclear Phenoxo Bridged Dy^III Complexes
  作者：Jorge Manzur、Ricardo Costa de Santana、Lauro June Queiroz Maia、Andres Vega、Evgenia Spodine

  DOI：10.1021/acs.inorgchem.9b01153

  日期：2019.8.5

  A new series of dinuclear dysprosium(III) complexes, [Dy₂(L^CH₃)₂(NO₃)₂(MeOH)₂] (I), [Dy₂(L^CH₃)₂(NO₃)₂(DMF)₂]·2DMF (II), [Dy₂(L^Cl)₂(NO₃)₂(DMF)₂]·2DMF (III), and [Dy₂(L^CH₃O)₂(NO₃)₂(DMF)₂] (IV), with 2,2'-[[(2-pyridinylmethyl)imino]di(methylene)]bis(4-R-phenol), where R = CH₃, Cl, and CH₃O, were investigated as potential white light emitters. All octacoordinated dysprosium(III) are phenoxo-bridged species and have a similar coordination environment. Nevertheless, I has a MeOH ligand molecule, while for II-IV a DMF ligand replaces that of MeOH. The nature of the coordinated solvent molecule plays an important role in the behavior of the thermal dependence of the Y/B (yellow/blue) emission ratio of the Dy^III complexes (Y: ⁴F_9/2 → ⁶H_13/2, yellow and B: ⁴F_9/2 → ⁶H_15/2, blue transitions),, since for I the variation of this ratio is significant, while for the other Dy^III complexes with DMF as ligand the ratio remains constant within experimental error. At room temperature the CIE (Commission International d'Eclairage) color coordinates for the Dy^III complexes, I (0.286, 0.317), III (0.302, 0.324), and IV (0.322, 0.348) are close to the NTSC (National Television System(s) Committee) standard value for white color. Varying the temperature from 16 to 300 K the CIE coordinates for I change from the blueish to white region of the chromaticity diagram, while those of II present an inverse thermal dependence as compared to I. The CCT (Correlated Color Temperature) values at room temperature for I (8384 K), II (17235 K), and IV (5948 K) permit us to consider these complexes as candidates for white cold light emitters, the high value of II being uncommon. For I and II the CCT values vary strongly with temperature, showing a decrease with increasing temperature for I, and an increase with increasing temperature for II, thus making evident the influence on the photophysical properties of the nature of the coordinated solvent molecule in these complexes.