tris[2-(((2-methylimidazol-4-yl)methylidene)amino)ethyl]amine | 403618-35-9

• 分子结构分类: 有机化合物 - 有机杂环化合物
• 英文名称: tris[2-(((2-methylimidazol-4-yl)methylidene)amino)ethyl]amine
• 英文别名: tris[2-(((2-methylimidazoyl-4-yl)methylidene)amino)ethyl]amine；H3LMe；Tris[2-(((2-methylimidazole-4-yl)methylidene)amino) ethyl]amine；2-[(2-methyl-1H-imidazol-5-yl)methylideneamino]-N,N-bis[2-[(2-methyl-1H-imidazol-5-yl)methylideneamino]ethyl]ethanamine
• CAS: 403618-35-9
• 化学式: C₂₁H₃₀N₁₀
• 分子量: 422.536
• InChiKey: UPVQQWOKYKKSDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tris[2-(((2-methylimidazol-4-yl)methylidene)amino)ethyl]amine 在 KOH 作用下， 以 甲醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  二维分层自旋交联复合物[FeIIH3L（Me）] [FeIIL（Me）] X（X- = ClO4-，BF4-，PF6-，AsF6-和SbF6-; H3L（Me）= tris [ 2-（（（（2-甲基咪唑-4-基）亚甲基）氨基）乙基]胺）。

  摘要：

  一系列二维（2D）自旋交叉络合物[FeIIH3L（Me）] [FeIIL（Me）] X（X- = ClO4-，BF4-，PF6-，AsF6-，SbF6-）1-5具有合成，其中H 3 L（Me）表示含有三个咪唑基三[2-（（（（2-甲基咪唑-4-基）亚甲基）氨基）乙基]胺的六齿N6三脚形配体。化合物1-5表现出两步反应（HS- [FeIIH3L（Me）]-（2+）+ HS- [FeIIL（Me）]-）（--HS- [FeIIH3L（Me）]（2+） + LS- [FeIIL（Me）]-）<->（LS- [FeIIH3L（Me）]（2+）+ LS- [FeIIL（Me）]-）自旋转变。[FeIIH3L（Me）] [FeIIL（Me）] PF6（3）的晶体结构确定为295、200和100K。该结构由同手性扩展的2D褶皱片组成，其中互补的[FeIIH3L（Me）通过咪唑-咪唑基氢键连接在一起的]（

  DOI：

  10.1021/ic034439e
• 作为产物：
  描述：

  三(2-氨基乙基)胺 、 2-甲基咪唑-4-甲醛 以 甲醇 为溶剂， 反应 1.0h， 生成 tris[2-(((2-methylimidazol-4-yl)methylidene)amino)ethyl]amine
  参考文献：
  名称：

  Homo- and Heterochiral Aggregations of Samarium(III) Complexes with Acetate and Tripod Ligand Containing Three Imidazole Groups

  摘要：

  合成了含有三个咪唑基团的三足七价 N7 配体的 SmIII 复合物，即 [Sm(H3L2-Me)(ac)](ClO4)2-2MeOH-H2O (1)、[Sm(H3L2-Me)(ac)](ClO4)2-2EtOH (2)和 [Sm(H3L4-Me)(ac)](ClO4)2-MeOH (3)、合成了[Sm(H3L4-Me)(ac)](ClO4)2-MeOH (3)，并测定了它们的晶体结构，其中 H3L2-Me 和 H3L4-Me 是 1：其中，H3L2-Me 和 H3L4-Me 分别是三(2-氨基乙基)胺与 2-甲基-4-甲酰基咪唑和 4-甲基-5-甲酰基咪唑的 1：3 缩合产物，ac 表示乙酸根离子。每个 SmIII 离子都由三脚七齿 N7 配体和乙酸根离子的两个氧原子配位。由于非手性三脚配体与 SmIII 离子的螺旋配位排列，络合物阳离子 [SmIII(H3L2- 或 4-Me)(ac)]2+会产生 Δ- 和Λ-非对映异构体。在化合物 1 和 2 中，两个具有相同手性的相邻[Sm(H3L2-Me)(ac)]2+ 物种通过分子间咪唑--乙酸酯氢键相连，形成了同手性的一维链结构。在化合物 3 中，两个相邻的具有相反手性的[Sm(H3L4-Me)(ac)]2+物种通过两个分子间咪唑----乙酸酯氢键双桥连成异手性二聚体，相邻的二聚体通过 ClO4- 离子氢键连接成外消旋晶体。

  DOI：

  10.1246/bcsj.20110141

文献信息

• Enantioselective aggregation and luminescence properties of europium(III) and terbium(III) complexes of an acetate and a tripodal ligand containing three imidazole groups
  作者：Mami Murase、Suguru Yamauchi、Soichiro Sakamoto、Saori Takahashi、Naohide Matsumoto、Masanobu Tsuchimoto

  DOI：10.1016/j.poly.2013.04.040

  日期：2013.8

  mino)ethyl]amine, and OAc = acetate ion. Each EuIII or TbIII ion is coordinated by a heptadentate tripodal and a bidentate acetate ligand, resulting in Δ- and Λ-enantiomorphs because of the screw coordination arrangement of the tripodal ligand. Intermolecular imidazole⋯acetate hydrogen bonding gives rise to three types of enantioselective assemblies. Compounds 1 and 4 form homochiral 1D chains comprising

  3双铕的聚集和发光性能III（1 - 3）和同晶Tb的III（4 - 6复合物连接到三角架heptadentate N）7的配体和二齿乙酸根离子，[Eu的III或Tb III（H 3大号2-我）（OAC）]（CLO 4）2 ·2MeOH·H 2 O（1，  4），[Eu的III或Tb III（H 3大号2-ME）（OAC）]（CLO 4）2·2EtOH（2，  5），和[Eu的III或Tb III（H 3大号5-ME）（OAC）]（CLO 4）2 ·甲醇（3，  6），进行了研究，其中H 3大号2-ME  =三[2-（（（（2-甲基咪唑-4-基）亚甲基）氨基）乙基]胺和H 3 L 5-Me  =三[2-（（（5-甲基咪唑-4-基）亚甲基）氨基）乙]胺，OAc =乙酸根离子。每个Eu III或Tb III离子由七足的三脚架和乙酸二齿配体配位，由于三脚架配体的螺丝配位结构，导致Δ-和Λ对映体。
• A New Family of Spin Crossover Complexes with a Tripod Ligand Containing Three Imidazoles:  Synthesis, Characterization, and Magnetic Properties of [Fe^IIH₃L^Me](NO₃)₂·1.5H₂O, [Fe^IIIL^Me]·3.5H₂O, [Fe^IIH₃L^Me][Fe^IIL^Me]NO₃, and [Fe^IIH₃L^Me][Fe^IIIL^Me](NO₃)₂ (H₃L^Me = Tris[2-(((2-methylimidazol-4-yl)methylidene)amino)ethyl]amine)
  作者：Yuichi Ikuta、Makoto Ooidemizu、Yuichi Yamahata、Masahiro Yamada、Shutaro Osa、Naohide Matsumoto、Seiichiro Iijima、Yukinari Sunatsuki、Masaaki Kojima、Françoise Dahan、Jean-Pierre Tuchagues

  DOI：10.1021/ic034495f

  日期：2003.11.1

  [Fe(II)L(Me)](-) with the deprotonated ligand participates in the spin transition process in the higher temperature range and the component [Fe(II)H(3)L(Me)](2+) with the neutral ligand participates in the spin transition process in the lower temperature range, and 4 exhibits spin transition of both the Fe(II) and Fe(III) sites. The crystal structure of 3 consists of homochiral extended 2D puckered sheets, in

  旋转自旋络合物的新家族，[Fe（II）H（3）L（Me）]（NO（3））（2）.1.5H（2）O（1），[Fe（III）L（Me ）]。3.5H（2）O（2），[Fe（II）H（3）L（Me）] [Fe（II）L（Me）] NO（3）（3）和[Fe（II ）H（3）L（Me）] [Fe（III）L（Me）]（NO（3））（2）（4）已合成并表征，其中H（3）L（Me）表示含三个咪唑基团的三齿[N-（6-（（2-甲基咪唑-4-基）亚甲基）氨基]乙基]胺的六齿N（6）三脚架配体。已经发现，通过该三脚架配体的铁配合物的自旋和氧化态通过咪唑基团的去质子化程度和2-甲基咪唑取代基来调节。磁化率和Mossbauer研究表明1是HS-Fe（II）络合物，2表现出HS和LS-Fe（III）之间的自旋平衡，3表现出两步自旋转变，其中具有去质子化配体的成分[Fe（II）L（Me）]（-）在较高温度范围内参与自
• Layered iron(II) spin crossover complex constructed by NH⋯Br− hydrogen bonds with 2K wide thermal hysteresis, [FeIIH3LMe]Br·CF3SO3 (H3LMe=tris[2-(((2-methylimidazol-4-yl)methylidene)amino)ethyl]amine)
  作者：Hiroaki Hagiwara、Naohide Matsumoto、Seiichiro Iijima、Masaaki Kojima

  DOI：10.1016/j.ica.2010.11.048

  日期：2011.1

  A series of compounds [(FeH3LMe)-H-II]Br center dot Y center dot nMeOH (Y = PF6 (1), AsF6 (2), SbF6 (3), CF3SO3 (4); n = 0 or 1) were synthesized, where H3LMe is a hexadentate N-6 tripodal ligand of the neutral form, tris[2-(((2-methylimidazol-4-yl)methylidene)amino)ethyl]amine, and their structures and magnetic properties were investigated. The compounds 1-3 with counter anions Y - PF6-, AsF6-, and SbF6- contain methanol as a crystal solvent, and show no SCO behaviors, while the corresponding Cl compounds have no crystal solvent and show a variety of SCO behaviors. The compound [(FeH3LMe)-H-II]Br center dot CF3SO3 (4) has no crystal solvent and has isomorphous structure to the Cl compounds, and shows an abrupt spin transition between the HS (S = 2) and LS (S = 0) states with a hysteresis about 2 K and large frozen-in effect below 72 K. The T-1/2 up arrow and T-1/2 down arrow values are 98 and 96 K, whose values are higher than those of corresponding Cl compound about 15 K and the width of hysteresis is narrower than that of corresponding Cl compound about 2 K. The crystal structures of 4 were determined at 296 and 93 K, where the crystal system and space group showed no change between these temperatures. The structures at both temperatures have a same 2D layered structure, which is composed of NH center dot center dot center dot Br hydrogen bonds between the Br ion and the imidazole NH groups of three neighboring cations [(FeH3LMe)-H-II](2+). This network structure is the same as that of corresponding Cl compound. The 600 nm light irradiation at 5 K induced the LIESST effect. (C) 2010 Elsevier B.V. All rights reserved.
• A 2D Layered Spin Crossover Complex Constructed by NH···Cl^- Hydrogen Bonds:  [Fe^IIH₃L^Me]Cl·I₃ (H₃L^Me = Tris[2-(((2-methylimidazoyl-4-yl)methylidene)amino)ethyl]amine
  作者：Masahiro Yamada、Eri Fukumoto、Makoto Ooidemizu、Nicolas Bréfuel、Naohide Matsumoto、Seiichiro Iijima、Masaaki Kojima、Nazzareno Re、Françoise Dahan、Jean-Pierre Tuchagues

  DOI：10.1021/ic050008f

  日期：2005.10.1

  A 2D layered spin crossover complex, [(FeH3LMe)-H-11]Cl(.)l(3), has been synthesized from the reaction of (FeCl3)-Cl-lll, a tripod ligand (H3LMe= tris[2-(((2-methylimidazoyl-4-yl)methylidene)amino)ethyl]amine), and Nal in methanol. The compound showed an abrupt spin transition between the HS (S = 2) and LS (S = 0) states at T-1/2 = 110 K without hysteresis. The crystal structures of the HS and LS states were determined at 180 and 90 K. A 2D layered structure is composed of (NHCl-)-Cl-... hydrogen bonds between the Cl- ion and three neighboring imidazole groups of [(FeH3LMe)-H-ll](2+). The green light irradiation at 5 K induced the LIESST effect, and the thermal relaxation process from the HS to LS state showed a sigmoid curve at T > 55 K.