1-dodecyl-4-(4-pyridyl)pyridinium bromide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-dodecyl-4-(4-pyridyl)pyridinium bromide
• 英文别名: 1-dodecyl-4,4'-bipyridinium bromide；1-Dodecyl-4-pyridin-4-ylpyridin-1-ium;bromide
• 化学式: Br*C₂₂H₃₃N₂
• 分子量: 405.421
• InChiKey: AZAARFSSKRQVIF-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  2.96
• 重原子数：
  25
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  16.8
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-dodecyl-4-(4-pyridyl)pyridinium bromide 以 甲醇 、 硝基甲烷 为溶剂， 反应 84.0h， 生成 DASP-(12-V-12)
  参考文献：
  名称：

  Synthesis and Characterization of Donor−Acceptor Chromophores for Unidirectional Electron Transfer

  摘要：

  A series of electron-transfer chromophores containing a donor and acceptor linked by an alkyl spacer were synthesized, and their electronic spectra were investigated. By inclusion with amylose, the supramolecularly encapsulated chromophores exhibit enhanced fluorescence quenching with discrete distance dependence and acquire the ability to sustain self-assemblies of a densely packed supramolecular array on a SiOH/Si substrate.

  DOI：

  10.1021/ol063000y
• 作为产物：
  描述：

  4,4'-联吡啶 、 溴代十二烷 以 乙腈 为溶剂， 反应 18.0h， 以62%的产率得到1-dodecyl-4-(4-pyridyl)pyridinium bromide
  参考文献：
  名称：

  Electrochemical probing of hydrogelation induced by the self-assembly of a donor–acceptor complex comprising pyranine and viologen

  摘要：

  我们报告了通过吡啶和n-十二烷基甲基紫精的电活性共聚物进行的供体-受体型两组分水凝胶的电化学分析。

  DOI：

  10.1039/c6cc09465a

文献信息

• The antibacterial activity of 4,4′-bipyridinium amphiphiles with conventional, bicephalic and gemini architectures
  作者：Melissa C. Grenier、Robert W. Davis、Kelsey L. Wilson-Henjum、Jade E. LaDow、Jacob W. Black、Kevin L. Caran、Kyle Seifert、Kevin P.C. Minbiole

  DOI：10.1016/j.bmcl.2012.04.079

  日期：2012.6

  Dialkyl 4,4'-bipyridinium compounds are widely employed for their useful redox properties, and are commonly known as viologens due to their intense coloration upon reduction. Despite their prevalence and amphiphilic nature, the antibacterial activity of these compounds remains largely unreported. We have thus prepared a series of mono-and bis-alkylated analogs of 4,4'-bipyridine to investigate structure-activity relationships in their inhibition of a battery of Gram positive and Gram negative bacteria. The prepared cationic compounds were conventional (one cationic head, one non-polar tail), bicephalic (two heads, one tail), or gemini (two heads, two tails) in their amphiphilic structure. Additionally, an isomeric series of six bis-alkylated compounds ranging from symmetric (PQ-11,11) to highly asymmetric (PQ-20,2) were prepared. Four themes of bioactivity emerged: (1) the most bioactive compounds were gemini in structure; (2) 22 carbons in the alkyl chains, with little to modest asymmetry, led to optimal activity; (3) bicephalic compounds were generally comparable to conventional amphiphiles, though only about 12 carbons in the alkyl chains were solubilized in water by each cationic nitrogen; (4) the effects of counterion identity were not evident between chlorides and bromides; however, the presence of the iodide counterion inhibited dissolution in all compounds tested. Three isomeric compounds with little to no asymmetry in tail length, PQ-11,11, PQ-12,10, and PQ-14,8, prepared as the bromide salts, showed comparable and highly potent activity, with MIC levels around 2 mu M against 3 of 4 bacteria tested. The simple (one-to two-step) syntheses of potent antimicrobials portend well for future optimization. (C) 2012 Elsevier Ltd. All rights reserved.
• Room-Temperature Thermotropic Ionic Liquid Crystals: Viologen Bis(Triflimide) Salts
  作者：Pradip Bhowmik、Haesook Han、Ivan Nedeltchev、James Cebe

  DOI：10.1080/15421400490478272

  日期：2004.1

  Several dicationic salts with bis(triflimide) as counterions-otherwise known as viologens-were prepared by metathesis reaction of the corresponding viologen dibromides ( diiodides) with lithium triflimide in a polar solvent. They were characterized for their thermotropic liquid-crystalline properties with various experimental techniques. Two of them had low crystal-to-smectic phase transitions ( T-m) at -4 and 28degreesC; the other two also had low T-m values, at 51 and 58degreesC. Each had a wide range of LC phase. Two had relatively low crystal-to-isotropic ( T-m) transitions at 117 and 131degreesC. Each had excellent thermal stability in the temperature range of 327-396degreesC. They exhibited photoluminescence property in both nonpolar and polar solvents as well as in the solid state. Their emission spectra in the solid state exhibited hypsochromic shift when compared with those in solution of dimethoxyethane.
• Synthesis and Characterization of Donor−Acceptor Chromophores for Unidirectional Electron Transfer
  作者：M. F. Pepitone、G. G. Jernigan、J. S. Melinger、O.-K. Kim

  DOI：10.1021/ol063000y

  日期：2007.3.1

  A series of electron-transfer chromophores containing a donor and acceptor linked by an alkyl spacer were synthesized, and their electronic spectra were investigated. By inclusion with amylose, the supramolecularly encapsulated chromophores exhibit enhanced fluorescence quenching with discrete distance dependence and acquire the ability to sustain self-assemblies of a densely packed supramolecular array on a SiOH/Si substrate.
• Electrochemical probing of hydrogelation induced by the self-assembly of a donor–acceptor complex comprising pyranine and viologen
  作者：Sougata Datta、Nilanjan Dey、Santanu Bhattacharya

  DOI：10.1039/c6cc09465a

  日期：——

  We report the electrochemical analysis of a donor–acceptor type two-component hydrogelation by an electroactive co-assembly of pyranine and n-dodecyl methyl viologen.

  我们报告了通过吡啶和n-十二烷基甲基紫精的电活性共聚物进行的供体-受体型两组分水凝胶的电化学分析。