N,N’-bis(4-azido-2,6-diisopropylphenyl)ethane-1,2-diamine | 1393747-16-4

• 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(4-azido-2,6-diisopropylphenyl)ethane-1,2-diamine
• 英文别名: N,N'-bis(2,6-diisopropyl-4-azido-phenyl)ethane-1,2-diamine；N,N'-bis[4-azido-2,6-di(propan-2-yl)phenyl]ethane-1,2-diamine
• CAS: 1393747-16-4
• 化学式: C₂₆H₃₈N₈
• 分子量: 462.641
• InChiKey: FDZFVZQXWQUUNK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10
• 重原子数：
  34
• 可旋转键数：
  11
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  52.8
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N’-bis(4-azido-2,6-diisopropylphenyl)ethane-1,2-diamine 在 盐酸 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 4.5h， 生成 {N,N′-bis[4-azido-2,6-diisopropylphenyl]imidazolin-2-ylidene}chlorosilver(I)
  参考文献：
  名称：

  CuAAC Functionalization of Azide-Tagged Copper(I)-NHCs Acting as Catalyst and Substrate

  摘要：

  Azide-tagged copper(I) complexes of N-heterocyclic carbenes (NHCs) analogous to the well-known bis[2,6-diisopropylphenyl]imidazol-2-ylidene (IPr) and bis[2,6-diisopropylphenyl]imidazolin-2-ylidene (SIPr) were synthesized and characterized. These complexes were able to act as catalyst and substrate in a model copper-catalyzed azide-alkyne (CuAAC) reaction with propargyl alcohol, yielding functionalized copper(I)-NHC complexes.

  DOI：

  10.1021/om3005355
• 作为产物：
  描述：

  N,N'-bis(4-iodo-2,6-diisopropylphenyl)ethane-1,2-diamine 在 copper(l) iodide 、 sodium azide 、 sodium ascorbate 、 N,N'-二甲基乙二胺 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 7.0h， 以87%的产率得到N,N’-bis(4-azido-2,6-diisopropylphenyl)ethane-1,2-diamine
  参考文献：
  名称：

  CuAAC Functionalization of Azide-Tagged Copper(I)-NHCs Acting as Catalyst and Substrate

  摘要：

  Azide-tagged copper(I) complexes of N-heterocyclic carbenes (NHCs) analogous to the well-known bis[2,6-diisopropylphenyl]imidazol-2-ylidene (IPr) and bis[2,6-diisopropylphenyl]imidazolin-2-ylidene (SIPr) were synthesized and characterized. These complexes were able to act as catalyst and substrate in a model copper-catalyzed azide-alkyne (CuAAC) reaction with propargyl alcohol, yielding functionalized copper(I)-NHC complexes.

  DOI：

  10.1021/om3005355

文献信息

• Water-Soluble Gold-N-Heterocyclic Carbene Complexes for the Catalytic Homogeneous Acid- and Silver-Free Hydration of Hydrophilic Alkynes
  作者：Houssein Ibrahim、Pierre de Frémont、Pierre Braunstein、Vincent Théry、Lionel Nauton、Federico Cisnetti、Arnaud Gautier

  DOI：10.1002/adsc.201500729

  日期：2015.12.14

  Water-soluble gold(III/I) N-heterocylic carbene complexes behave as efficient catalysts for the hydration of terminal alkynes in neat water. The transformation proceeds in the absence of Brønsted acids or halide scavengers and is suitable for sensitive substrates. Kinetic profiles and DFT studies provide a clear picture of intermediates present during catalysis.

  水溶性金（III / I）N-杂环卡宾配合物可作为纯净水中末端炔烃水合的有效催化剂。在不存在布朗斯台德酸或卤化物清除剂的情况下进行转化，适用于敏感底物。动力学曲线和DFT研究提供了催化过程中存在的中间体的清晰图片。
• High-Throughput Screening of Metal-<i>N</i>-Heterocyclic Carbene Complexes against Biofilm Formation by Pathogenic Bacteria
  作者：Thierry Bernardi、Stéphanie Badel、Pascal Mayer、Jérome Groelly、Pierre de Frémont、Béatrice Jacques、Pierre Braunstein、Marie-Laure Teyssot、Christelle Gaulier、Federico Cisnetti、Arnaud Gautier、Sylvain Roland

  DOI：10.1002/cmdc.201402012

  日期：2014.6

  A set of molecules including a majority of metal‐N‐heterocyclic carbene (NHC) complexes (metal=Ag, Cu, and Au) and azolium salts were evaluated by high‐throughput screening of their activity against biofilm formation associated with pathogenic bacteria. The anti‐planktonic effects were compared in parallel. Representative biofilm‐forming strains of various genera were selected (Listeria, Pseudomonas

  通过高通量筛选它们对与病原菌相关的生物膜形成的活性，评估了包括大多数金属-N-杂环卡宾（NHC）配合物（金属= Ag，Cu和Au）和盐的一组分子。并行比较了抗浮游生物的作用。选择了不同属的代表性生物膜形成菌株（李斯特菌，假单胞菌，葡萄球菌和大肠埃希氏菌）。所有化合物均以1 mg L -1进行测试通过使用BioFilm环形测试。根据标准化实验值确定信息得分（IS，活性总和）和活性得分（AS，抗生物膜和抗浮游生物活性之间的差异），以根据细菌菌株对活性最高的分子进行分类。通过这种方法，我们确定了在NHC配体上具有芳族基团的亲脂性Ag I和Cu I络合物是抑制生物膜形成的最有效方法。