1,4-bis(4-bromobenzyl)piperazine | 1145656-18-3

• 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: 1,4-bis(4-bromobenzyl)piperazine
• 英文别名: 1,4-bis[(4-bromophenyl)methyl]piperazine
• CAS: 1145656-18-3
• 化学式: C₁₈H₂₀Br₂N₂
• 分子量: 424.178
• InChiKey: UGUVREVSQRRARY-UHFFFAOYSA-N

物化性质

• 沸点：
  468.5±40.0 °C(Predicted)
• 密度：
  1.528±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  6.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  咪唑 、 1,4-bis(4-bromobenzyl)piperazine 在 copper(ll) sulfate pentahydrate 、 potassium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以65%的产率得到1,4-bis(4-(imidazole-1-yl)benzyl)piperazine
  参考文献：
  名称：

  Syntheses, structures and magnetism of four Ni(II)/Co(II) interpenetrating coordination polymers based on 1,4-bis(4-(imidazole-1-yl)benzyl)piperazine

  摘要：

  Four novel interpenetrating coordination polymers have been hydrothermally synthesized based on a long flexible N-donor ligand (bibp) and different polycarboxylates, namely [Ni(1,3-bdc)(bibp)(H2O)].0.5H2O (1), INi(btec)(0.5)(bibp)(1.5)]H2O (2), [Co(btec)(0.5)(bip)(1.5)].H2O (3) and [Co(oba)(bibp)2H(2)O (4) (bibp = 1,4-bis(4-(imidazole-1-yl)benzyl)piperazine, 1,3-bdc = 1,3-benzenedicarboxylate, btec = 1,2,4,5benzenetetracarboxylate, oba = 4,4'-oxybisbenzoate). Their structures were determined by single-crystal X-ray diffraction analyses and further characterized by elemental analyses, IR spectra and TG analyses. Compound 1 shows a 2-fold interpenetrating 3D framework with CdSO4 topology. Compounds 2 and 3 exhibit 2-fold interpenetrating pcu frameworks. Compound 4 is a 2D 3D interdigitated network formed from 2D -> 2D threefold interpenetrating motifs. In addition, the magnetic properties of compounds 1-4 have also been investigated in the temperature range 2-300 K. (C) 2016 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2016.07.001
• 作为产物：
  描述：

  2-((4-bromobenzyl)amino)ethanol 在 dichloro(pentamethylcyclopentadienyl) iridium 、 碳酸氢钠 作用下， 以 甲苯 为溶剂， 反应 17.0h， 以63%的产率得到1,4-bis(4-bromobenzyl)piperazine
  参考文献：
  名称：

  Synthesis of Piperazine Derivatives by Cp*Ir Complex-Catalyzed N-Alkylative Reactions of Ethanolamines

  摘要：

  DOI：

  10.3987/com-08-s(f)77

文献信息

• Gas-Phase Chemistry of Benzyl Cations in Dissociation of <b><i>N</i></b>-Benzylammonium and <b><i>N</i></b>-Benzyliminium Ions Studied by Mass Spectrometry
  作者：Yunfeng Chai、Lin Wang、Hezhi Sun、Cheng Guo、Yuanjiang Pan

  DOI：10.1007/s13361-012-0344-8

  日期：2012.5.1

  substrates for nucleophilic attack at the phenyl ring. The reactions of benzyl cations were also related to the neutral counterparts. For example, in electron transfer reaction, the neutral counterpart should have low ionization energy and in nucleophilic aromatic substitution reaction, the neutral counterpart should be piperazine or analogues. This study provided a panoramic view of the reactions of benzyl

  在本研究中，通过电喷雾电离质谱法研究了各种N-苄基铵和N-苄基亚胺离子的裂解反应。一般来说，N的解离-苄基阳离子容易生成苄基阳离子。观察到由苄基阳离子和中性片段组成的离子/中性复合中间体的形成。复杂的内部反应包括亲电芳香取代、氢化物转移、电子转移、质子转移和亲核芳香取代。这五种反应几乎涵盖了苄基阳离子在化学反应中的所有潜在反应性。苄基阳离子在反应中是众所周知的路易斯酸和亲电试剂，但本研究表明，一些合适的环取代苄基阳离子的气相反应活性要丰富得多。发现 4-甲基苄基阳离子作为布朗斯台德酸反应，发现带有强吸电子基团的苄基阳离子作为电子受体反应，并且对卤素取代的苄基阳离子可以作为底物在苯环上进行亲核攻击。苄基阳离子的反应也与中性对应物有关。例如，在电子转移反应中，中性对应物应具有低电离能，而在亲核芳香取代反应中，中性对应物应为哌嗪或类似物。该研究提供了苄基阳离子与中性含氮物质在气相中反应的全景图。
• Aminations of Aryl Halides Using Nitroaromatics as Coupling Partners: Overcoming the Hydrodehalogenation Pathway under a Hydrogen Atmosphere in Water
  作者：Tharique N. Ansari、Ramesh H. Choudhary、Maarten Nachtegaal、Adam H. Clark、Scott V. Plummer、Jacek B. Jasinski、Fabrice Gallou、Sachin Handa

  DOI：10.1021/acscatal.3c06351

  日期：2024.3.15

  reductive environment, a catalytic aqueous micellar technology has been developed for the C–N cross-coupling of nitroarenes with aryl halides. The bimetallic palladium–copper (Pd–Cu) nanocatalyst configuration in aqueous micelles selectively facilitates the highly selective amination pathway, possibly through in situ formation of Cu-hydride species as supported by the nuclear magnetic resonance (NMR) spectroscopy

  在克服还原环境中的加氢脱卤的同时，还开发了一种催化水性胶束技术，用于硝基芳烃与芳基卤化物的 C-N 交叉偶联。水性胶束中的双金属钯-铜 (Pd-Cu) 纳米催化剂结构可能通过核磁共振 (NMR) 光谱支持的铜氢化物原位形成，选择性地促进高选择性胺化途径。即使在分子氢气氛下，这些物质也能阻止氢化钯介导的加氢脱卤反应。该纳米催化剂已通过使用各种光谱和成像工具进行了彻底表征，包括31 P 和1 H NMR、X 射线吸收光谱 (XAS) 和高分辨率透射电子显微镜。使用 X 射线光电子能谱验证了所需选择性所需的 Cu 和 Pd 的氧化态，同时通过 XAS 表征了金属-金属和金属-配体相互作用。已进行对照实验以确定纳米催化剂的每种成分对所需反应途径的重要性。对照质谱分析表明，该反应途径不涉及偶氮或亚硝基型中间体。该催化方法可应用于多种具有广泛功能和保护基耐受性的底物。
• Syntheses, structures and magnetism of four Ni(II)/Co(II) interpenetrating coordination polymers based on 1,4-bis(4-(imidazole-1-yl)benzyl)piperazine
  作者：Yu Chen、Xi-Chi Wang、Yu-Ci Xu、Hui-Ling Xu、Hao Yuan、Jin-Tao Tong、Dong-Rong Xiao

  DOI：10.1016/j.ica.2016.07.001

  日期：2016.9

  Four novel interpenetrating coordination polymers have been hydrothermally synthesized based on a long flexible N-donor ligand (bibp) and different polycarboxylates, namely [Ni(1,3-bdc)(bibp)(H2O)].0.5H2O (1), INi(btec)(0.5)(bibp)(1.5)]H2O (2), [Co(btec)(0.5)(bip)(1.5)].H2O (3) and [Co(oba)(bibp)2H(2)O (4) (bibp = 1,4-bis(4-(imidazole-1-yl)benzyl)piperazine, 1,3-bdc = 1,3-benzenedicarboxylate, btec = 1,2,4,5benzenetetracarboxylate, oba = 4,4'-oxybisbenzoate). Their structures were determined by single-crystal X-ray diffraction analyses and further characterized by elemental analyses, IR spectra and TG analyses. Compound 1 shows a 2-fold interpenetrating 3D framework with CdSO4 topology. Compounds 2 and 3 exhibit 2-fold interpenetrating pcu frameworks. Compound 4 is a 2D 3D interdigitated network formed from 2D -> 2D threefold interpenetrating motifs. In addition, the magnetic properties of compounds 1-4 have also been investigated in the temperature range 2-300 K. (C) 2016 Elsevier B.V. All rights reserved.
• Unsymmetrical cyanine dimer compounds and their application
  申请人：Yue Stephen

  公开号：US20050074796A1

  公开（公告）日：2005-04-07

  Embodiments of the present invention provide methods and nucleic acid reporter molecules for the detection of nucleic acid in a sample. The nucleic acid reporter molecule comprises two unsymmetrical cyanine monomer moieties, which may be the same or different, that are covalently attached by a linker comprising at least one aromatic, heteroaromatic, cyclic or heterocyclic moiety comprising 3-20 non-hydrogen atoms selected from the group consisting of O, N, S, P and C. The linker may be rigid, relatively flexible or some degree thereof. The unsymmetrical cyanine monomer moieties comprise a substituted or unsubstituted benzazolium moiety and a substituted or unsubstituted pyridinium or quinolinium moiety that is connected by a methine bridge that is monomethine, trimethine or pentamethine. The linkers form the cyanine dimer compounds by attaching to the pyridinium or quinolinium moiety of the monomer moieties. The present nucleic acid reporter molecules find utility in forming a nucleic acid-reporter molecule complex and detecting the nucleic acid. In particular, present nucleic acid reporter molecules with a rigid linker and monomer moieties with a monomethine bridge find utility in detecting RNA in the presence of DNA.
• UNSYMMETRICAL CYANINE DIMER COMPOUNDS AND THEIR APPLICATION
  申请人：Yue Stephen

  公开号：US20080199875A1

  公开（公告）日：2008-08-21

  Embodiments of the present invention provide methods and nucleic acid reporter molecules for the detection of nucleic acid in a sample. The nucleic acid reporter molecule comprises two unsymmetrical cyanine monomer moieties, which may be the same or different, that are covalently attached by a linker comprising at least one aromatic, heteroaromatic, cyclic or heterocyclic moiety comprising 3-20 non-hydrogen atoms selected from the group consisting of O, N, S, P and C. The linker may be rigid, relatively flexible or some degree thereof. The unsymmetrical cyanine monomer moieties comprise a substituted or unsubstituted benzazolium moiety and a substituted or unsubstituted pyridinium or quinolinium moiety that is connected by a methine bridge that is monomethine, trimethine or pentamethine. The linkers form the cyanine dimer compounds by attaching to the pyridinium or quinolinium moiety of the monomer moieties. The present nucleic acid reporter molecules find utility in forming a nucleic acid-reporter molecule complex and detecting the nucleic acid. In particular, present nucleic acid reporter molecules with a rigid linker and monomer moieties with a monomethine bridge find utility in detecting RNA in the presence of DNA.