4,4'-bipyridinium bromide | 28509-70-8

• 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: 4,4'-bipyridinium bromide
• 英文别名: 4,4'-bipyridinium hydrobromide；44bpy*2HBr；4,4'-bpy(HBr)2；[4,4']bipyridyl; dihydrobromide；4-Pyridin-1-ium-4-ylpyridine;bromide
• CAS: 28509-70-8
• 化学式: 2Br*C₁₀H₁₀N₂
• 分子量: 318.011
• InChiKey: WESHUDROESMDEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.72
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  27
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4'-bipyridinium bromide 、 cucurbituril 以 水 为溶剂， 生成
  参考文献：
  名称：

  倒葫芦[7]尿素与对称紫精相互作用的研究†

  摘要：

  倒瓜氨酸[7] uril（iQ [7]）与一系列带有可变长度脂族取代基的对称紫精衍生物之间的相互作用，即烷基为CH 3（CH 2）的二烷基-，4,4'-联吡啶二羧酸客体n在n = 0到6之间，已经通过1 H NMR光谱，电子吸收光谱，等温滴定量热法和质谱在水溶液中进行了研究。在n = 5（HV 2+）和6（SV 2+）的情况下，单晶X射线衍射显示组成为[（iQ [7]）2（HV）2 ] [CdCl 3 Br]。 [H 3O + ] 2 [H 2 O] 12.5和（iQ [7]）2（C7-SV）1.5 [CdCl 4 ] 4（H 3 O +）5（H 2 O）8，两者均采用外部B型结构（紫精的烷基链位于iQ [7]内）。

  DOI：

  10.1039/c6ra24780f
• 作为产物：
  描述：

  4,4'-联吡啶 在 氢溴酸 作用下， 以 乙醇 为溶剂， 生成 4,4'-bipyridinium bromide
  参考文献：
  名称：

  4,4'-联吡啶鎓阳离子振动光谱的晶体结构和阴离子依赖性变化

  摘要：

  摘要 4,4'-联吡啶硝酸盐的晶体结构已经确定。晶体数据：C 10 H 10 N 4 O 6 , M r =282.18, a =23.334 (3), b =27.653 (6), c =3.6687 (5) A, V =2367.2 A 3 ，正交，空间群Fdd 2; Z =8, D m =1.59, D x =1.57 g cm -3 , Mo K α, λ=0.71069 A,μ=1.43 cm -1 , F (000) = 1168, T =292.5 ± 1 K, R = 0.041，对于 847 (I >2.5σ) 反射，R w = 0.042。阳离子的两个平面环之间的二面角为 39.0°。二硝酸盐的拉曼和红外光谱证实存在相对强的氢键（N + ··O - 距离，2.674 A）并反映与非共面环相关的较低的阳离子对称性（D 2 ）。

  DOI：

  10.1016/0022-2860(90)80218-9

文献信息

• Crystal structure and anion-dependent variations in the vibrational spectra of 4,4′-bipyridinium cations
  作者：D.J. Barker、J.S. Buckleton、G.R. Clark、R.P. Cooney、C.E.F. Rickard

  DOI：10.1016/0022-2860(90)80218-9

  日期：1990.10

  R =0.041, R w =0.042 for 847 ( I >2.5σ) reflections. The dihedral angle between the two planar rings of the cation is 39.0°. The Raman and IR spectra of the dinitrate salt confirm the existence of relatively strong hydrogen bonding (N + ··O − distance, 2.674 A) and reflect the lower cation symmetry ( D 2 ) associated with non-coplanar rings.

  摘要 4,4'-联吡啶硝酸盐的晶体结构已经确定。晶体数据：C 10 H 10 N 4 O 6 , M r =282.18, a =23.334 (3), b =27.653 (6), c =3.6687 (5) A, V =2367.2 A 3 ，正交，空间群Fdd 2; Z =8, D m =1.59, D x =1.57 g cm -3 , Mo K α, λ=0.71069 A,μ=1.43 cm -1 , F (000) = 1168, T =292.5 ± 1 K, R = 0.041，对于 847 (I >2.5σ) 反射，R w = 0.042。阳离子的两个平面环之间的二面角为 39.0°。二硝酸盐的拉曼和红外光谱证实存在相对强的氢键（N + ··O - 距离，2.674 A）并反映与非共面环相关的较低的阳离子对称性（D 2 ）。
• Two halide exchange in copper(II) halide dimers: (4,4′-bipyridinium)Cu2Cl6−xBrx
  作者：Roger D. Willett、Robert E. Butcher、Christopher P. Landee、Brendan Twamley

  DOI：10.1016/j.poly.2006.01.005

  日期：2006.7

  The structural and magnetic properties of the series of (4,4′-bipyridinium)Cu2Cl6 − xBrx salts are investigated. All of the compounds are isomorphous, triclinic, space group P1¯. Structurally, the compounds contain pseudo-planar Cu2X62- dimeric species that form stacks due to weak coordination of adjacent dimer anions via semi-coordinate Cu⋯X bonds. Hydrogen bonding from the 4,4′-bipyridinium dications

  研究了一系列（4,4'-联吡啶）Cu 2 Cl 6-  x Br x盐的结构和磁性。所有的化合物都是同构的三斜空间群P1 。在结构上，这些化合物包含伪平面Cu2X62-由于相邻二聚阴离子通过半配位Cu⋯X键的弱配位而形成堆栈的二聚体。来自4,4'-联吡啶鎓离子的氢键将电池堆连接在一起成为二维结构框架。次级C–H⋯X氢键迫使相邻层上二聚体之间的X⋯X短接触，X⋯X距离为3.645–3.690Å。以这种方式，预计存在交替交换途径的磁性链：二聚体内交换偶联和X⋯X途径。通过半配位Cu⋯X键在二聚体堆栈中存在一个附加途径，尽管该途径被认为相对较弱，为简单起见而被忽略。磁性研究表明，这些系统表现为具有非常强耦合性的交替AFM链，表明卤化物与卤化物的接触是有效的交换途径。随着溴化物含量的增加，观察到AFM耦合单调增加。Cu2Cl62-的值盐的J 1 / k  = -57.2（6）K和J 2 / k  =
• Halogenido ligand exchange synthesis, spectroscopic properties and thermal behaviour of the inorganic–organic hydrogen-bonded network solid [4,4′-H2bipy][H7O3][RhBr6] containing discrete and weakly associated [H7O3]+ ions
  作者：Maciej Bujak、Walter Frank

  DOI：10.1016/j.poly.2013.10.023

  日期：2014.1

  Dark-red single crystals of 4,4'-bipyridinium triaquahydrogen(l+) hexabromidorhodate(III) [4,4'-H(2)biPy] [H7O3][RhBr6] (1) have been synthesized by a diffusion-controlled ligand exchange process from rhodium(III) chloride trihydrate and 4,4'-bipyridine dissolved in hydrochloric and hydrobromic acid, respectively. 1 could be considered as an inorganic-organic hydrogen-bonded network solid built up from the inorganic isolated hexabromidorhodate [RhBr6](3-) octahedra, organic 4,4'-bipyridinium(2+) [4,4'-H(2)bipy](2+) and triaquahydrogen(1+) [H7O3](+) cations with nearly symmetrical O center dot center dot center dot O distances. The oppositely charged components in the structure of 1 are bound together by an intricate system of weak N(O)-H center dot center dot center dot Br hydrogen bonds. The ATR-FTIR spectrum of 1 confirms the existence of the weakly associated [H3O7](+) cations showing characteristic broad bands at ca. 3380, 1680, 1150 and 600 cm(-1). 1 was found to be a long-time stable at ambient conditions material. It contains a definite amount of acid that is released in a controlled manner - upon heating 1 in a first step releases water forming [4,4'-H(2)bipy] [H5O2][RhBr6] (3) and then, in a second step, [H3O]Br is lost. A comparison of ionic arrangements in the structure of 1 and in 4,4'-bipyridinium dibromide,[4,4'-H(2)bipy]Br-2 (2) shows that both crystal structures contain almost linear rods with alternating inorganic and organic components linked through weak hydrogen bonds. (C) 2013 Elsevier Ltd. All rights reserved.
• Systematics in NH⁺···N-Bonded Monosalts of 4,4′-Bipyridine (44′biPy) with Mineral Acids
  作者：Małgorzata Ratajczak-Sitarz、Andrzej Katrusiak、Zofia Dega-Szafran、Grzegorz Stefański

  DOI：10.1021/cg400752y

  日期：2013.10.2

  Despite significantly different crystal symmetry and packing, the crystal structures of NH+center dot center dot center dot N hydrogen-bonded salts of 4,4'-bipyridine (44'biPy) with mineral acids HA = HCl, HBr, HI, HClO4, HBF4 and H2SiF6 exhibit close analogies in the hydration, aggregation of the cations and their twisted conformation, as well as proton disordering. All monosalts have been synthesized and, at normal conditions, form crystals of general formula [44'biPyH](+)A(-)center dot xH(2)O (x = 0.5, 1, or 2), and [44'biPyH](2)+SiF62-center dot 5H(2)O. In the structures, the 44'biPyH(+) cations are NH+center dot center dot center dot N bonded into linear chains, and in most [44'biPyH](+)A(-)center dot xH(2)O crystals the protons are disordered, similarly as in anisotropic relaxors 1,4-diazabicyclo[2.2.2]octane hydroiodide and hydrobronnide (dabcoHI and dabcoHBr, respectively). The proton disorder implies generation of point defects of neutral 44'biPy molecules and [44'biPyH(2)](2+) dications in all these structures. In all [44'biPyH](+)A(-) structures investigated, the acid anions are hydrogen bonded to water molecules and interact with pyridine hydrogen atoms. Two polymorphs of [44'biPyH]I-+(-) center dot H2O differ in color: the orthorhombic polymorph alpha is yellow, and the triclinic polymorph beta is orange.
• Interaction models of three alkyl substituted cucurbit[6]urils with a hydrochloride salt of 4,4′-dipyridyl guest
  作者：Zhong-Cheng Tian、Xin-Long Ni、Xin Xiao、Feng Wu、Yun-Qian Zhang、Qian-Jiang Zhu、Sai-Feng Xue、Zhu Tao

  DOI：10.1016/j.molstruc.2007.11.029

  日期：2008.10

  Three host-guest complexes, (H2O)(2)@(CyH)(2)Q[6]) (4,4'-bpyH)+.Cl-.10H(2)O (1), 1(1,4-dioxane)@m-TriCyHQ[6])(4,4'-bpyH)(+).Cl-.19H(2)O (2), 1(4,4'-bpyH(2))(2+)@TMcQ[6]).2Br(-). 11H(2)O (3), were prepared with three different alkyl substituted cucurbit[6]urils, symmetrical dicyclohexanocucurbit[6]uril (CyH)(2)Q[6]}, meta tricyclohexanocucurbit[6]uril (m-TriCyHQ[6]), symmetrical tetramethylcucurbit[6]uril (TMeQ[6]), and a HCl salt 4,4'-dipyridyl(4,4'-bpyHCl) or a HBr salt 4,4'-dipyridyl[4,4'-bpy(HBr)21 guest. Their crystal structures characterized by single-crystal X-ray diffractions revealed that these hosts can form supramolecular assemblies with the halogen hydride salts of the guest 44bpy through the ion-dipole interaction, hydrogen bonding, C-H center dot center dot center dot pi or N-H center dot center dot center dot pi interaction and pi center dot center dot center dot pi stacking. The substituted alkyl group could affect the interaction model and assembled characteristic of the host and the guest. (C) 2007 Elsevier B.V. All rights reserved.