N,N-bis(3,4-dimethyl-2-hydroxybenzyl)-N',N'-dimethylethylenediamine | 244005-01-4

• 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,N-bis(3,4-dimethyl-2-hydroxybenzyl)-N',N'-dimethylethylenediamine
• 英文别名: 2-[[2-(Dimethylamino)ethyl-[(2-hydroxy-4,5-dimethylphenyl)methyl]amino]methyl]-4,5-dimethylphenol
• CAS: 244005-01-4
• 化学式: C₂₂H₃₂N₂O₂
• 分子量: 356.508
• InChiKey: NKYJNMTWFKVMPE-UHFFFAOYSA-N

物化性质

• 沸点：
  485.4±40.0 °C(Predicted)
• 密度：
  1.095±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  26
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  46.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  titanium(IV) isopropylate 、 N,N-bis(3,4-dimethyl-2-hydroxybenzyl)-N',N'-dimethylethylenediamine 以 四氢呋喃 为溶剂， 生成
  参考文献：
  名称：

  支链二胺双（苯酚）配体的 TiIV 复合物：水解和细胞毒性

  摘要：

  合成了六种支链二胺双（苯酚）配体的 TiIV 配合物，这些配合物具有一个带有不同芳香族和 N-取代基的悬垂供体侧臂，并研究了它们的水解稳定性和细胞毒性，作为与高活性和稳定的 Salan TiIV 配合物密切相关的类似物 [salan = N,N'-双（邻羟基苄基）-1,2-二氨基乙烷]。尽管 Cs 对称配合物包括侧臂 N 供体与金属的结合，如晶体学分析，因此使它们在配位特征上与 C2 对称 Salan 配合物高度相似，但它们表现出较差的水解稳定性，可能是由于在侧臂在溶液中的结合。N-甲基化和 N-乙基化的烷基芳族取代基复合物，具有不同的空间限制，表现出较差的细胞毒性。相比之下，

  DOI：

  10.1002/ejic.201100725

文献信息

• Diverse Structure−Activity Trends in Amine Bis(phenolate) Titanium Polymerization Catalysts
  作者：Stanislav Groysman、Edit Y. Tshuva、Israel Goldberg、Moshe Kol、Zeev Goldschmidt、Michael Shuster

  DOI：10.1021/om049630q

  日期：2004.10.1

  The difference in polymerization activity trends between the two series may be traced back to their different tendency toward misinsertions. A “NMe2”-Ti complex having Cl groups in the ortho, para positions of the phenolate rings led to the most active catalyst and to a remarkably high-Mw polymer (>4 000 000) obtained within 1 h of polymerization at RT. The characterization of this ultrahigh-Mw atactic

  研究了胺双（酚盐）Ti二苄基配合物在1-己烯聚合催化中作为酚盐取代基的函数的活性。制备并表征了两个带有二甲氨基或甲氧基侧臂供体的钛配合物系列。在每个系列中，酚盐环上的取代基是不同体积的烷基或吸电子的氯基。当用合适的路易斯酸活化时，所有的预催化剂都显示出对1-己烯的反应性。在两个系列中观察到了不同的结构活性趋势：“ OMe”系列催化剂的活性低至中等，并且几乎与酚盐取代基无关。相比之下，“ NMe 2催化剂强烈依赖酚酸酯取代基的空间和电子特性，范围从轻度到高活性。这两个系列之间聚合活性趋势的差异可以追溯到它们错误插入的趋势。A“NME 2 ” -Ti复合具有氯基团在邻位，导致了最活跃的催化剂和以显着高的酚环的对位中号瓦特聚合物（> 4 000 000）在室温下聚合1个小时内获得的。这种超高的表征中号瓦特 无规立构的聚（1-己烯），通过振荡流变和应力松弛实验手段在RT表示典型的弹性体行为。
• Tribenzyl Tantalum(V) Complexes of Amine Bis(phenolate) Ligands:  Investigation of α-Abstraction vs Ligand Backbone β-Abstraction Paths
  作者：Stanislav Groysman、Israel Goldberg、Moshe Kol、Elisheva Genizi、Zeev Goldschmidt

  DOI：10.1021/om0499761

  日期：2004.4.1

  synthesis, structure, and reactivity of tribenzyl Ta(V) complexes of amine bis(phenolate) ligands were investigated as a function of the ligands' structure: i.e., the steric bulk of the phenolate substituents and the presence of a “side arm” donor. The tribenzyl complexes were prepared by toluene-elimination reactions of Ta(CH2Ph)5 with the ligand precursors. They were found to be of octahedral mer

  考察了胺双（酚盐）配体的三苄基Ta（V）配合物的合成，结构和反应活性，这取决于配体的结构：即，酚盐取代基的空间体积和“侧臂”的存在捐赠者。三苄基配合物是通过Ta（CH 2 Ph）5与配体前体的甲苯消除反应制备的。他们被认为是八面体的滨海几何形状，未绑定侧臂供体（如果存在）。这些配合物经历了两个由配体的结构特征确定的明确的甲苯消除反应。仅当酚酸酯邻位取代基较小（H，Cl）并且存在侧臂供体时，才发生导致烷基-亚烷基络合物的α-抽象反应。较大的酚盐取代基（Me）或缺少侧臂供体导致配体主链发生β吸收过程，形成具有金属氮杂环丙烷环的二苄基配合物。发现侧臂供体（如果存在）在两条路径中均与金属结合。在两个酚盐环上具有t -Bu基团的较大的配体前体不与Ta（CH 2 Ph）5反应在室温下，而在两个环上带有Me基和t -Bu基的不对称“半大体积”配体前体直接导致了β吸收产物。
• Coordination Chemistry of Amine Bis(phenolate) Cobalt(II), Nickel(II), and Copper(II) Complexes
  作者：Laura Rodríguez、Elena Labisbal、Antonio Sousa-Pedrares、José Arturo García-Vázquez、Jaime Romero、María Luz Durán、José A. Real、Antonio Sousa

  DOI：10.1021/ic0602594

  日期：2006.9.1

  Cobalt(II), nickel(II), and copper(II) (1, 2, and 3) complexes of the dianionic form of the bis(phenolate) ligand N,N-bis(3,4-dimethyl-2-hydroxybenzyl)-N',N'-dimethylethylenediamine (H2L) have been synthesized by electrochemical oxidation of the appropriate metal in an acetonitrile solution of the ligand. When copper is used as the anode, the addition of 1,10-phenanthroline to the electrolytic phase

  双酚盐配体N，N-双（3,4-二甲基-2-羟基苄基）的二价阴离子形式的钴（II），镍（II）和铜（II）（1、2和3）配合物）-N'，N'-二甲基乙二胺（H2L）是通过在配体的乙腈溶液中对适当的金属进行电化学氧化而合成的。当铜用作阳极时，在电解液相中添加1,10-菲咯啉可生成另一种化合物[CuL] 2.2CH3CN（4）。通过微分析，红外光谱，电子光谱对化合物[CoL] 2.2CH3CN（1），[Ni2L2（H2O）]。H2O（2），[CuL] 2.3H2O（3）和[CuL] 2.2CH3CN（4）进行了表征。 ，FAB质谱，磁测量和通过单晶X射线衍射。晶体结构表明该配合物具有双核结构。在化合物1、3和4中 两个金属离子由去质子化的侧苯酚配体的两个胺氮和两个酚氧原子配位，其中一个来自配体的酚氧原子充当桥键。在化合物1和3中，每个金属中心的几何形状都最接近三角双锥体。两种化合物的磁化率数据均
• Coordination Chemistry of Amine Bis(phenolate) Titanium Complexes:  Tuning Complex Type and Structure by Ligand Modification
  作者：Edit Y. Tshuva、Israel Goldberg、Moshe Kol、Zeev Goldschmidt

  DOI：10.1021/ic010210s

  日期：2001.8.1

  The coordination chemistry of titanium(IV) complexes of amine bis(phenolate) ligands was investigated by synthesizing various types of complexes and analyzing them specroscopically and structurally. Steric effects of tridentate [ONO]- and tetradentate [ONNO]-type ligands were studied by reacting the ligand precursors with titanium tetra(isopropoxide). [ONNO]-type ligands featuring an amine donor located on a pendant arm led to octahedral bis(isopropoxide) complexes, regardless of the steric bulk around the metal. Several such complexes having varying steric crowding were thus synthesized. On the other hand, steric effects were found to play a major role in determining the complex constitution when [ONO]-type ligands, featuring no side donor, were involved. Relatively sterically undemanding ligands led to octahedral bis(homoleptic) complexes, whereas increased steric bulk resulted in the formation of pentacoordinate bis(isopropoxide) complexes. These pentacoordinate complexes readily lead to bis(heteroleptic) complexes by reaction with nonsterically demanding [ONO]- and [ONNO]-type ligand precursors. In the latter case the sidearm nitrogen remains uncoordinated to the metal. The bis(isopropoxide) complexes of the [ONNO]-type ligands may also lead to bis(heteroleptic) complexes, however, these reactions are much slower.
• Mixed-valence trinuclear manganese(II/III) complexes of flexible tetradentate N2O2 ligands: Ferromagnetic versus antiferromagnetic coupling
  作者：Qi-Wei Xie、Xi Chen、Kong-Qiu Hu、Yi-Tong Wang、Ai-Li Cui、Hui-Zhong Kou

  DOI：10.1016/j.poly.2012.03.005

  日期：2012.5

  Four linear trinuclear manganese complexes containing ligands with an N2O2 donor set have been prepared and characterized structurally and magnetically. The complexes have the general formula [Mn-3(L-n)(2)(OAc)(2)(OCH3)(2)] (n = 1, 2, 3, 4. H2L1 = N,N'-dimethyl-N,N'-(2-hydroxy-4,5-dimethylbenzyl)ethylenediamine, H2L2 = N,N-bis(3,4-dimethyl-2-hydroxybenzyl)-N-(2-pyridylmethyl)amine, H2L3 = N,N-bis(3,4-dimethyl-2-hydroxybenzyl)-N,N'-dimethylethylenediamine, H2L4 = N,N-bis(3,4-dimethyl-2-hydroxybenzyl)-2-amino-ethanol). X-ray single-crystal structure analyzes of the complexes show that the linear Mn-III-Mn-II-Mn-III cores are triply bridged by phenolate. acetate (syn-syn), and MeO- groups with the Mn-III and Mn-II distances in the range 3.123(3)-3.167(4)angstrom. Magnetic studies show that the spin exchange coupling constants (J) between Mn-III and Mn-II ions range from -1.58(1) to 1.15(3) cm(-1) ((H) over cap = -2J((S) over cap (1) center dot (S) over cap (2) + (S) over cap (1) center dot (S) over cap (3))). The antiferromagnetic and ferromagnetic interactions were analyzed based on the structural features, and the Mn-III-O-Mn-II bond angles have been found to be the dominant factor affecting the intermetallic magnetic coupling. (C) 2012 Elsevier Ltd. All rights reserved.