N,N'-bis(carboxyethyl)-4,4'-bipyridinium | 69037-85-0

• 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'-bis(carboxyethyl)-4,4'-bipyridinium
• 英文别名: bis(N-carboxymethyl-4-pyridinium)；4,4'-dipyridinio-N,N'-diacetate；4,4'-bipyridinium-N,N'-diacetate；2-[4-[1-(carboxylatomethyl)pyridin-1-ium-4-yl]pyridin-1-ium-1-yl]acetate
• CAS: 69037-85-0
• 化学式: C₁₄H₁₂N₂O₄
• 分子量: 272.26
• InChiKey: SHOAVTBTMLKEIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  88
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N,N'-bis(carboxyethyl)-4,4'-bipyridinium 、 zinc(II) iodide 在 sodium hydroxide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.08h， 生成
  参考文献：
  名称：

  通过将无机纳米线插入多孔MOF中，在分子水平上构建双连续供体-受体杂化材料。

  摘要：

  在这里，我们报道了前所未有的富含电子的碘化铅纳米线的杂化结构，该结构精确地插入了缺电子的吡啶鎓金属-有机骨架（MOF）的周期性孔中。据我们所知，这是通过简单的自组装方法原位装载无机半导体纳米线的半导体MOF的第一个示例。由于宿主和客体组分之间的半导电性不同，这种杂化体还代表了第一个基于宿主-客体相互作用的分子水平上的双连续供体-受体杂化体。

  DOI：

  10.1039/c7cc00495h
• 作为产物：
  描述：

  4,4'-联吡啶,1,1'-双(羧甲基)-,二氯 在 碳酸氢钠 作用下， 以 水 为溶剂， 反应 504.0h， 以49%的产率得到N,N'-bis(carboxyethyl)-4,4'-bipyridinium
  参考文献：
  名称：

  Crystalline and molecular design of functionalized viologens

  摘要：

  The regularities of molecular and crystalline structure of functionalized (including mesoionic) viologens were systematically studied. For this purpose a number of fundamentally new viologenic systems was synthesized containing functional groups in side substituents. As a result of extensive X-ray structural studies it is revealed that unlike "classical" viologens, which in crystal form cation-anion pairs or cation-anion stacks, functionalized viologens are bound into endless chains by means of strong intermolecular hydrogen bonds.

  DOI：

  10.1134/s1070363209090175

文献信息

• Antiferro- and Ferromagnetic Interactions in Mn(II), Co(II), and Ni(II) Compounds with Mixed Azide−Carboxylate Bridges
  作者：Yu Ma、Jian-Yong Zhang、Ai-Ling Cheng、Qian Sun、En-Qing Gao、Cai-Ming Liu

  DOI：10.1021/ic900472d

  日期：2009.7.6

  chains with mixed triple bridges (two end-on (EO) azides and a syn−syn carboxylate) are cross-linked by the flexible cationic 4,4′-trimethylenedipyridinium spacers, while the isomorphous compounds 4 and 5 consist of alternating chains with triple (two EO azides plus a carboxylate) and double (two end-to-end azides) bridges, the 4,4′-dipyridinium spacers serving as side bridges along the chain. Magnetic

  合成了一系列具有叠氮化物和柔性两性离子二羧酸酯配体的过渡金属配位聚合物，并对其结构和磁性进行了表征。这些化合物被配制成[M 2（L 1）（N 3）4 ]（L 1 = 4,4'-三亚甲基二吡啶基-N，N'-二乙酸盐，M = Mn，1 ; Co，2 ;和Ni，3）和[ML 2（N 3）6（H 2 O）2 ]（L 2 = 4,4'-双吡啶-N，N'-二乙酸盐，M = Mn，4 ; Co，5）。同构化合物1− 3由二维配位层组成，其中带有混合三桥键的阴离子均匀链（两个叠合（EO）叠氮化物和一个syn-syn羧酸盐）通过挠性阳离子4,4'-三亚甲基二吡啶鎓间隔基交联，而同构化合物4和5由交替的链组成，这些链具有三（两个EO叠氮化物加一个羧酸盐）和双（两个端对端叠氮化物）桥，而4,4'-二吡啶间隔基则是沿着链的侧桥。磁性的研究表明，三重桥发送在将Mn（II）的化合物反铁磁耦合（1和4中的CO），但铁磁
• Assembly of donor–acceptor hybrid heterostructures based on iodoplumbates and viologen coordination polymers
  作者：Jian-Jun Liu、Yue-Bin Shan、Wen-Xin Dai、Chang-Cang Huang、Mei-Jin Lin

  DOI：10.1039/c7dt02133j

  日期：——

  Two D–A hybrid heterostructures have been formed by the insertion of electron-rich iodoplumbates into viologen coordination polymers, which exhibit highly effcient photocatalytic degradation RhB under visible light irradiation.

  通过将富电子碘酸铅插入到紫罗兰配位聚合物中形成了两种D-A混合异质结构，在可见光照射下表现出高效的光催化降解RhB。
• Mixed azide–carboxylate bridged tri- and tetranuclear MnII clusters in coordination polymers derived from a zwitterionic dicarboxylate ligand: structures and magnetism
  作者：Yu Ma、Kun Wang、En-Qing Gao、You Song

  DOI：10.1039/c0dt00288g

  日期：——

  Two MnII coordination polymers with azide and the zwitterionic dicarboxylate ligand bis(N-carboxymethyl-4-pyridinium) (bcp) were synthesized, and structurally and magnetically characterized. They are formulated as [Mn3(bcp)2(N3)2(SO4)2(H2O)4]·6H2O (1) and [Mn4(bcp)2(N3)8(H2O)2]·4H2O (2). Compound 1 contains anionic linear [Mn3(N3)2(COO)4(SO4)2(H2O)4]4− units with simultaneous μ2-EO (end-on) azide, sulfate and carboxylate bridges, while compound 2 contains [Mn4(COO)4(N3)8(H2O)2]4− clusters with mixed μ2-EO azide, μ3-EO azide and carboxylate bridges. In these compounds, the anionic tri- or tetranuclear units are linked into coordination chains by the cationic bipyridinium spacers, and are also hydrogen bonded into chains by double O–H⋯O bridges. Magnetic analyses were carried out on temperature-variable susceptibility data for both compounds, and also on isothermal magnetization data for 1. It is revealed that all the mixed double and triple bridges, [(EO-N3)(COO)(SO4)] in 1, [(COO)(EO-N3)2] and [(COO)(EO-N3)] in 2, transmit antiferromagnetic coupling between MnII ions. The [(EO-N3)2] bridge in 2, with Mn–N–Mn = 96.6°, also transmits antiferromagnetic coupling, providing the first example in the antiferromagnetic regime predicted theoretically for double EO-azide bridges between MnII ions. The double hydrogen bonding [(O–H⋯O)2] bridges in both compounds induce weak antiferromagnetic interactions.

  研究人员合成了两种含有叠氮化物和双(N-羧甲基-4-吡啶鎓)(bcp)二羧酸盐配体的 MnII 配位聚合物，并对其结构和磁性进行了表征。它们的配方分别为[Mn3(bcp)2(N3)2(SO4)2(H2O)4]Â-6H2O（1）和[Mn4(bcp)2(N3)8(H2O)2]Â-4H2O（2）。化合物 1 含有阴离子线性[Mn3(N3)2(COO)4(SO4)2(H2O)4]4â单元，同时具有δ2-EO（端对端）叠氮桥、硫酸桥和羧酸桥；化合物 2 含有[Mn4(COO)4(N3)8(H2O)2]4â团簇，具有混合的δ2-EO 叠氮桥、δ3-EO 叠氮桥和羧酸桥。在这些化合物中，阴离子三核或四核单元通过阳离子双吡啶鎓间隔物连接成配位链，并通过双 OâHâ¯O 桥氢键连接成链。对这两种化合物的温变磁感应强度数据和 1 的等温磁化数据进行了磁性分析。结果表明，所有混合双桥和三桥，即 1 中的 [(EO-N3)(COO)(SO4)] 、2 中的 [(COO)(EO-N3)2] 和 [(COO)(EO-N3)] 都在 MnII 离子之间传递反铁磁耦合。2 中的[(EO-N3)2]桥（MnâNâMn = 96.6°）也传递反铁磁耦合，这是在理论上预测的 MnII 离子间双 EO 叠氮桥的反铁磁机制中的第一个实例。这两种化合物中的双氢键[(OâHâ¯O)2]桥引起了微弱的反铁磁相互作用。
• Crystalline and molecular design of functionalized viologens
  作者：A. V. Gutov、E. B. Rusanov、A. B. Ryabitskii、I. F. Tsimbal、A. N. Chernega

  DOI：10.1134/s1070363209090175

  日期：2009.9

  The regularities of molecular and crystalline structure of functionalized (including mesoionic) viologens were systematically studied. For this purpose a number of fundamentally new viologenic systems was synthesized containing functional groups in side substituents. As a result of extensive X-ray structural studies it is revealed that unlike "classical" viologens, which in crystal form cation-anion pairs or cation-anion stacks, functionalized viologens are bound into endless chains by means of strong intermolecular hydrogen bonds.
• Construction of a bicontinuous donor–acceptor hybrid material at the molecular level by inserting inorganic nanowires into porous MOFs
  作者：Jian-Jun Liu、Ying-Fang Guan、Ling Li、Yong Chen、Wen-Xin Dai、Chang-Cang Huang、Mei-Jin Lin

  DOI：10.1039/c7cc00495h

  日期：——

  unprecedented hybrid structure of electron-rich iodoplumbate nanowires precisely inserted into the periodic pores of electron-deficient pyridinium metal-organic frameworks (MOFs). To the best of our knowledge, this is the first example of semiconductive MOFs in situ loaded with inorganic semiconductive nanowires via a simple self-assembly method. Due to the dissimilar semiconductivities between the host and

  在这里，我们报道了前所未有的富含电子的碘化铅纳米线的杂化结构，该结构精确地插入了缺电子的吡啶鎓金属-有机骨架（MOF）的周期性孔中。据我们所知，这是通过简单的自组装方法原位装载无机半导体纳米线的半导体MOF的第一个示例。由于宿主和客体组分之间的半导电性不同，这种杂化体还代表了第一个基于宿主-客体相互作用的分子水平上的双连续供体-受体杂化体。