(N,N')-di(2-ethanol)-4,4'-bipyridinium dihexafluorophosphate | 139365-90-5

• 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: (N,N')-di(2-ethanol)-4,4'-bipyridinium dihexafluorophosphate
• 英文别名: N,N'-di(β-hydroxyethyl)-4,4'-bipyridinium bis(hexafluorophosphate)；N,N'-bis(β-hydroxyethyl)-4,4'-bipyridine bis(hexafluorophosphate)
• CAS: 139365-90-5
• 化学式: C₁₄H₁₈N₂O₂*2F₆P
• 分子量: 536.237
• InChiKey: FBARYMQRMUWPRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  25.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  48.22
• 氢给体数：
  2.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  5,8,11,14,21,24,27,30,34,42-Decaoxa-44-azapentacyclo[16.14.11.136,40.04,31.015,20]tetratetraconta-1(32),2,4(31),15(20),16,18,36(44),37,39-nonaene-35,41-dione 、 (N,N')-di(2-ethanol)-4,4'-bipyridinium dihexafluorophosphate 以 丙酮 为溶剂， 生成
  参考文献：
  名称：

  基于Dibenzo-24-crown-8的Isomeric 2,6-吡啶基密码子

  摘要：

  通过与吡啶-2,6-二羧酸氯化物反应，由顺-和反-双（羟甲基苯并）-24-crown-8合成地穴4和5，产率分别为42％和48％。新的穴状配体与百草枯衍生物N，N'-双（β-羟乙基）-4,4'-联吡啶双（六氟磷酸盐）（“百草枯二醇”，6）形成拟轮烷：K a = 1.0×10 4和1.4× 10 4 M -1， 分别。穴状体还与六氟磷酸铵形成络合物。基于百草枯强烈地复杂化KPF 6的能力，可以以可控的方式关闭和开启百草枯/基于百草枯的假轮烷的形成，为控制分子穿梭提供了新的机制。K +从配体中置换百草枯二醇，将橙黄色溶液转化为无色；然而，加入18-冠-6结合的KPF 6和允许着色穴状配体-百草枯复杂改革。报道了两种穴位化合物，两种基于百草枯二醇的假轮烷，两种NH 4 PF 6配合物和两种KPF 6配合物的晶体结构。

  DOI：

  10.1021/jo070030l
• 作为产物：
  描述：

  4,4'-联吡啶 、 2-溴乙醇 在 ammonium hexafluorophosphate 作用下， 以 乙腈 、 水 为溶剂， 反应 24.0h， 以47%的产率得到(N,N')-di(2-ethanol)-4,4'-bipyridinium dihexafluorophosphate
  参考文献：
  名称：

  Porphyrin Clips Derived from Diphenylglycoluril. Synthesis, Conformational Analysis, and Binding Properties

  摘要：

  With the aim to construct synthetic systems that function according to the principles of enzymes, molecular clips based on diphenylglycoluril were covalently attached to (metallo)porphyrins. Two different porphyrin clips, 1 and 2, were synthesized that differ in the length and position of the linker between the clip and the porphyrin. This resulted in a great difference in flexibility of the cavity molecules, which had remarkable consequences for their binding properties in organic solution. The physical properties of the free base and zinc porphyrin clips have been studied in detail with NMR techniques and by the host-guest binding of viologen, dihydroxybenzene, and pyridine derivatives.

  DOI：

  10.1021/jo990112c

文献信息

• Efficient syntheses of bis(m-phenylene)-26-crown-8-based cryptand/paraquat derivative [2]rotaxanes by immediate solvent evaporation method
  作者：Feng Wang、Qizhong Zhou、Kelong Zhu、Shijun Li、Chong Wang、Ming Liu、Ning Li、Frank R. Fronczek、Feihe Huang

  DOI：10.1016/j.tet.2008.11.081

  日期：2009.2

  4.0×105 M−1) in acetone. In the solid state the cryptand forms a 2:1 threaded structure with paraquat and an interesting supramolecular poly[2]pseudorotaxane threaded structure with a dihydroxyethyl-substituted paraquat derivative, respectively. It has been further used to prepare cryptand/paraquat derivative [2]rotaxanes efficiently by the immediate solvent evaporation method using easily available

  一种新颖的双（米-亚苯基）为基础的-26冠-8穴状配体已被合成。它已被用来在丙酮中制备具有两个具有高缔合常数（6.5×10 5和4.0×10 5  M -1）的百草枯衍生物的两个1：1配合物。在固态下，穴状配体形成具有百草枯的2：1螺纹结构和具有二羟乙基取代的百草枯衍生物的有趣的超分子聚[2]假轮烷烷螺纹结构。通过使用容易获得的3,5-二甲基苯基作为终止剂的立即溶剂蒸发法，它还被用于有效地制备穴状/百草枯的衍生物[2]轮烷。
• Guest-dependent complexation of triptycene-derived macrotricyclic host containing one anthracene moiety with paraquat derivatives: construction of [2]rotaxanes
  作者：Ya-Kun Gu、Ying Han、Chuan-Feng Chen

  DOI：10.1080/10610278.2014.976220

  日期：2015.6.3

  Complexation between the triptycene-derived macrotricyclic polyether containing an anthracene unit and paraquat derivatives in both solution and solid state was investigated. It was found that the macrotricyclic host with multi-cavity structure could form a series of [2]pseudorotaxanes with different terminal functionalised paraquat derivatives in different threading modes, which subsequently resulted

  研究了含有蒽单元的三苯乙烯衍生的大三环聚醚与百草枯衍生物在溶液和固态下的络合。发现具有多腔结构的大三环主体可以在不同的穿线模式下形成一系列具有不同末端官能化百草枯衍生物的[2]假轮烷，从而构建了两种新型的[2]轮烷。
• Complexation of a Pentiptycene-Based Tweezer-Like Receptor with Paraquat Derivatives: Ion-Controlled Binding and Release of the Guests
  作者：Jing Cao、Hai-Yan Lu、Xiao-Jun You、Qi-Yu Zheng、Chuan-Feng Chen

  DOI：10.1021/ol901805y

  日期：2009.10.1

  receptor containing a pentiptycene unit and a benzene ring linked by two crown ether chains has been synthesized. It could form stable complexes with paraquat derivatives with different functional groups in solution and in the solid state. It was found that the complexes dissociated upon two one-electron reduction of the bipyridinium ring. Moreover, binding and release of the guest molecules could also

  合成了一种新的类似镊子的受体，该受体包含戊二烯单元和通过两个冠醚链连接的苯环。它可以在溶液和固态下与具有不同官能团的百草枯衍生物形成稳定的络合物。发现该复合物在联吡啶环的两个单电子还原时解离。而且，客体分子的结合和释放也可以通过钾离子的添加​​和去除而容易地控制。
• Improved and Controlled Complexation of Paraquat Derivatives by the Formation of a Bis(m-phenylene)-26-Crown-8-Based Lariat Ether
  作者：Mingming Zhang、Yan Luo、Bo Zheng、Binyuan Xia、Feihe Huang

  DOI：10.1002/ejoc.201000926

  日期：2010.10

  A novel bis(m-phenylene)-26-crown-8-based lariat ether (i.e., 3b) was synthesized and characterized. It can bind paraquat derivatives more strongly than bis(m-phenylene)-26-crown-8 in solution. It forms pseudorotaxanes with two paraquat derivatives in the solid state. N-Methyl substitution was found to play an important role on the binding strength of lariat ether 3b. Furthermore, due to the introduction

  合成并表征了一种新型双（间亚苯基）-26-冠-8 基套索醚（即 3b）。在溶液中，它可以比双（间亚苯基）-26-crown-8 更强地结合百草枯衍生物。它与两种固态百草枯衍生物形成假轮烷。发现 N-甲基取代对套索醚 3b 的结合强度起重要作用。此外，由于引入了两个苄氧基，它与百草枯衍生物的结合可以通过添加 K +（然后是 dibenzo-18-crown-6）来关闭（然后重新打开），并且解离百分比取决于添加的 K + 离子。
• Steric effects on complexation of bis( <i>meta</i> ‐phenylene)‐32‐crown‐10 derivatives with paraquats
  作者：Zhenbin Niu、Feihe Huang、Harry W. Gibson

  DOI：10.1002/hc.21359

  日期：2017.3

  Novel 5,5′-disubstituted BMP32C10 derivatives bearing different sized substituents were designed and prepared. The stoichiometries and complexation behavior between these hosts and paraquats were studied. It was found that bulky 5,5′-substituents disfavor complexation with paraquats by hindering the formation of [2]pseudorotaxane and “taco” complexes.

  设计并制备了具有不同大小取代基的新型 5,5'-二取代 BMP32C10 衍生物。研究了这些宿主与百草枯之间的化学计量和络合行为。发现庞大的 5,5'-取代基阻碍了 [2] 假轮烷和“taco”复合物的形成，从而不利于与百草枯的复合。