1,1'-bis<<2-(trimethylsilyl)ethoxy>methyl>-2,2'-bi-1H-imidazole | 101226-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1,1'-bis<<2-(trimethylsilyl)ethoxy>methyl>-2,2'-bi-1H-imidazole
• 英文别名: 1,1'-bis(trimethylsilylethoxymethyl)-2,2'-biimidazole；1,1'-bis(SEM)-2,2'-bi-1H-imidazole；1,1'-Bis[[2-(trimethylsilyl)ethoxy]methyl]-2,2'-bi-1H-imidazole；1,1'-Bis[[2-(trimethylsilyl)ethoxy]methyl]-2,2'-bi-1Himidazole；trimethyl-[2-[[2-[1-(2-trimethylsilylethoxymethyl)imidazol-2-yl]imidazol-1-yl]methoxy]ethyl]silane
• CAS: 101226-39-5
• 化学式: C₁₈H₃₄N₄O₂Si₂
• 分子量: 394.665
• InChiKey: HTRQQLKHTKABCV-UHFFFAOYSA-N

物化性质

• 沸点：
  260 °C(Press: 0.2 Torr)
• 密度：
  1.03±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.37
• 重原子数：
  26
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  54.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,1'-bis<<2-(trimethylsilyl)ethoxy>methyl>-2,2'-bi-1H-imidazole 在 盐酸 、 正丁基锂 、 四甲基乙二胺 作用下， 以 乙醇 为溶剂， 反应 3.25h， 生成 4,4'-bis(methylthio)-2,2'-bi-1H-imidazole
  参考文献：
  名称：

  [2-(Trimethylsilyl)ethoxy]methyl (SEM) as a novel and effective imidazole and fused aromatic imidazole protecting group

  摘要：

  DOI：

  10.1021/jo00360a044
• 作为产物：
  描述：

  联咪唑 、 2-(三甲基硅烷基)乙氧甲基氯 在 sodium hydride 作用下， 生成 1,1'-bis<<2-(trimethylsilyl)ethoxy>methyl>-2,2'-bi-1H-imidazole
  参考文献：
  名称：

  [2-（三甲基甲硅烷基）乙氧基]甲基（SEM）卤代保护的2,2'-Bi- H-咪唑

  摘要：

  2,2'-双1 ħ咪唑，当与受保护的[2-（三甲基硅基）乙氧基]甲基（SEM）保护基团，与治疗Ñ溴代琥珀酰亚胺或ñ氯琥珀酰亚胺的产率主要为单卤代衍生物4A和4B中。的[2-（三甲基硅基）乙氧基]甲基组随后被去除以得到纯的单卤代-2,2'-双ħ -咪唑2。

  DOI：

  10.1002/jhet.5570240328

文献信息

• 2,2'-bi-1H-imidazoles
  申请人：Merrell Dow Pharmaceuticals Inc.

  公开号：US05147863A1

  公开（公告）日：1992-09-15

  This invention relates to novel derivatives of 2,2'-bi-1H-imidazoles, to the processes and intermediates used in their preparation, to their ability to exert the pharmacologic effects of lowering high blood pressure and of increasing heart contractile force and to their use as chemotherpauetic agents useful in treating cardiac insufficiency and hypertension.

  本发明涉及2,2'-双-1H-咪唑醇的新颖衍生物，涉及其制备过程和中间体，以及其具有降低高血压和增加心脏收缩力的药理作用，并将其用作治疗心脏不全和高血压的化疗药物。
• Tetrathiafulvalene-Type Electron Donors Bearing Biimidazole Moieties: Multifunctional Units with Hydrogen Bonding Abilities
  作者：Tsuyoshi Murata、Kazuhiro Nakasuji、Yasushi Morita

  DOI：10.1002/ejoc.201200426

  日期：2012.8

  2′-biimidazole units (1 and 2, respectively) as hydrogen bonding units were designed and synthesized. Cyclic voltammetry showed that both 1 and 2 possess strong electron-donating abilities close to that of TTF with two-stage reversible redox processes. In the crystal structure of 1, uniform π stacking, side-by-side S···S interactions of the TTF moiety, and multiple hydrogen bonds of the biimidazole unit via crystalline

  设计并合成了具有 4,4'-和 2,2'-联咪唑单元（分别为 1 和 2）作为氢键单元的新型四硫富瓦烯 (TTF) 基电子供体分子。循环伏安法表明，1 和 2 都具有与 TTF 相似的强大给电子能力，具有两阶段可逆氧化还原过程。在1的晶体结构中，均匀的π堆积、TTF部分的并排S…S相互作用以及联咪唑单元通过结晶水分子的多个氢键有助于二维供体层的形成. 2 的晶体结构由一维带构成，该带由 2,2'-联咪唑的特征互补氢键和 TTF 部分上的并排 S…S 相互作用形成。在2与碘的电荷转移盐中，其中包括(I82-)n一维梳状结构作为阴离子部分，N-H...I氢键将供体分子锚定在(I82-)n链的空腔中。1 和 2 与四氰基醌二甲烷形成的复合物提供了显示半导体行为的混合价电荷转移复合物（室温电导率分别为 10-3 和 10-1 S cm-1）。
• Regioselective symmetrical bromination of protected 2,2′-biimidazole
  作者：David Sanchez-Garcia、Salvador Borros、Santi Nonell、Jose I. Borrell、Carles Colominas、Jordi Teixido

  DOI：10.1002/jhet.5570390418

  日期：2002.7

  Treatment of the benzyl and (trimethylsilylethoxymethyl) SEM protected 2,2′-biimidazoles, 2a and 2b, with 2 equivalents of N-bromosuccinimide (NBS) allows obtaining the 5,5′-dibromo and 4,4′-dibromo substituted biimidazoles, 3a and 5b respectively. The use of 4 equivalents of NBS, followed by treatment of the corresponding tetrabromoderivatives 4a and 5b with butyl lithium (BuLi), yields the 4,4′-dibromoderiva-tives

  苄基和的处理（三甲硅基乙氧基甲基）SEM保护的2,2'-联咪唑，图2a和2b中，与2个当量的Ñ溴代琥珀酰亚胺（NBS）允许获得5,5'-二溴和4,4'-二溴取代的联咪唑，分别是图3a和5b。使用4当量的NBS，然后用丁基锂（BuLi）处理相应的四溴代衍生物4a和5b，得到4,4'-二溴代衍生物5a（G ＝ Bn）和5b（G ＝ SEM）。
• Novel building blocks for crystal engineering: the first synthesis of oligo(imidazole)sElectronic supplementary information (ESI) available: synthetic procedures and characterisation details for 2, 3, 4 and 5, and X-ray crystallographic data and packing views. See http://www.rsc.org/suppdata/p1/b2/b208777d/
  作者：Yasushi Morita、Tsuyoshi Murata、Satoru Yamada、Makoto Tadokoro、Akio Ichimura、Kazuhiro Nakasuji

  DOI：10.1039/b208777d

  日期：2002.11.26

  A 4,4′-biimidazole, two kinds of quaterimidazoles, and a sexiimidazole were designed and synthesized for the first time as novel building blocks for supramolecules. The one-dimensional zigzag ribbonlike hydrogen-bonded structure of 4,4′-biimidazole containing protonated 4,4′-biimidazole was confirmed by single crystal structure analysis.

  首次设计并合成了一种4,4′-联咪唑、两种四咪唑和一种六咪唑作为超分子的新型构筑基块。单晶结构分析证实了含有质子化的 4,4′-双咪唑的一维之字带状氢键结构。
• Trifluoromethyl-derived enaminones and their difluoroboron complexes: Synthesis, crystal structure and electrochemistry properties
  作者：Nicolas Chopin、Guillaume Pilet、Yasushi Morita、Maurice Médebielle

  DOI：10.1016/j.jfluchem.2014.07.005

  日期：2014.11

  Twelve trifluoromethylated enaminones including seven N,O-bidentate, three N,O,O- and one N,N,O-tridentate, and one N,N,O,O-tetradentate ligands that can include multiple coordination centers as well as redox-active and photosensitive units have been prepared. Seven new difluoroboron complexes 23-29 were prepared by the reaction of BF3 center dot OEt2 in acetonitrile in the presence of Et3N with five bidentate ligands, one tridentate ligand and one tetradentate ligand. Their crystal structure, UV-vis absorption and redox properties have been studied. The role of the trifluoromethyl and difluoroboron moieties and their ability to form F-H intra- and inter-complexes bonds leading to multidimensional networks have been also featured. (C) 2014 Elsevier B.V. All rights reserved.