4,4'-(ethane-1,2-diyl)bis(pyridine 1-oxide) | 91446-43-4

• 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'-(ethane-1,2-diyl)bis(pyridine 1-oxide)
• 英文别名: 1.2-Di--aethan-N.N'-dioxid；1,2-bis(4-pyridyl)ethane-N,N'-oxide；1,2-bis(4-pyridyl)ethane N,N'-dioxide；4,4'-ethylenedipyridine-N,N'-dioxide；4,4'-ethane-1,2-diyl-bis-pyridine 1,1'-dioxide；4-[2-(1-Oxido-4-pyridinyl)ethyl]pyridine 1-oxide；1-oxido-4-[2-(1-oxidopyridin-1-ium-4-yl)ethyl]pyridin-1-ium
• CAS: 91446-43-4
• 化学式: C₁₂H₁₂N₂O₂
• 分子量: 216.239
• InChiKey: PZQQPQTYRCAABP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  50.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  lanthanum trifluoromethanesulfonate hydrate 、 4,4'-(ethane-1,2-diyl)bis(pyridine 1-oxide) 以 水 为溶剂， 以80%的产率得到[La(μ-(1,2-bis(4-pyridyl)ethane-N,N'-oxide))2(1,2-bis(4-pyridyl)ethane-N,N'-oxide)(H2O)2](trifluoromethanesulfonate)3
  参考文献：
  名称：

  Porous coordination networks generated from lanthanum trifluoromethanesulfonate and single/mixed N-oxide spacer linkers

  摘要：

  Three new lanthanum coordination polymers {[La(mu-L)(2)L(H2O)(2)](CF3SO3)(3)}(n) (1), {[La(mu-L')(CF3SO3)(H2O)(2)(mu-L)(0.5)L] (H2O)(3)(CF3SO3)}(n) (2) and {[La(mu-L')(2)(mu-L)](H2O)(1.5)(CF3SO3)}(n) (3) have been prepared by the reaction of La(CF3SO3)(3) with 1,2-bis(4-pyridyl)ethane-N,N'-dioxide (L), or with mixed N-oxide ligands L and L' (HL' = isonicotinic acid N-oxide) in different molar ratios. Single-crystal X-ray analysis showed that 1 possesses a three-dimensional coordination framework connected by L ligands, whereas bridging by both L and L' spacers in different molar ratios results in coordination polymers 2 and 3 that exhibit two- and three-dimensional networks, respectively. Compounds 2 and 3 represent the first metal complexes containing two different N-oxide bridging ligands. Thermogravimetric analysis studies revealed that ligands L and L' are bound differently in compounds 1-3 due to their distinctive coordination modes. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.poly.2003.12.004

文献信息

• Anion-controlled formation of diverse porous cobalt(II) coordination polymers with 1,2-bis(4-pyridyl)ethane-N,N′-dioxide
  作者：Lin-Ping Zhang、Miao Du、Wen-Jie Lu、Thomas C.W. Mak

  DOI：10.1016/j.inoche.2005.04.006

  日期：2005.7

  Abstract In the coordination polymers [Co(μ-L)Cl2(H2O)2]n (1), [Co2(μ-L)(H2O)8](NO3)4}n (2) and [Co(μ-L)1.5(L)(H2O)2](L)0.5(ClO4)2}n (3) (L = 1,2-bis(4-pyridyl)ethane-N,N′-dioxide), variation of the counter anion leads to diverse porous supramolecular frameworks.

  摘要 在配位聚合物中 [Co(μ-L)Cl2(H2O)2]n (1), [Co2(μ-L)(H2O)8](NO3)4}n (2) 和 [Co( μ-L)1.5(L)(H2O)2](L)0.5(ClO4)2}n (3)（L = 1,2-双（4-吡啶基）乙烷-N,N'-二氧化物），变异抗衡阴离子的不同导致了不同的多孔超分子框架。
• Polyhedral C₂@Ag_ncages distorted by ancillary pyridine N-oxide ligands in silver–acetylenediide complexes
  作者：Xiao-Li Zhao、Lin-Ping Zhang、Thomas C. W. Mak

  DOI：10.1039/b601767c

  日期：——

  Reactions of the pyridine N-oxide ligands L, L2 and L3 with the silver acetylenediide-containing system under hydrothermal conditions gave rise to four silver–acetylenediide complexes bearing interesting C2@Agn motifs: (Ag2C2)2(AgCF3CO2)8(L1)3.5 (1), (Ag2C2)2(AgCF3CO2)8(L2)2 (2), (Ag2C2)(AgCF3CO2)4(L3) (3) and [(Ag7(C2)(CF3SO3)3(L3)2(H2O)2]·2CF3SO3 (4) (L = nicotinic acid N-oxide, L1 = pyridine N-oxide, L2 = 1,2-bis(4-pyridyl)ethane N,N′-dioxide, L3 = 1,3-bis(4-pyridyl)propane N,N′-dioxide), which exhibit new distorted polyhedral C2@Agn cage motifs. Complex 1 has a pair of acetylenediide dianions encapsulated in a Ag14 aggregate composed of three polyhedral parts, whereas 2 contains an irregular (C2)2@Ag13 double cage. In 3, the basic building unit is a centrosymmetric (C2)2@Ag12 double cage with each component single cage taking the shape of a highly distorted triangulated dodecahedron with one missing vertex. As to complex 4, the core is a C2@Ag7 single cage in the form of a slightly distorted monocapped trigonal prism with four cleaved edges that include all three vertical sides. Furthermore, in the silver-rich environment, the pyO-type ligands are induced to exhibit unprecedented coordination modes, such as the µ5-O,O,O,O′,O′ ligation mode of L2 in 2 and the µ4-O,O,O′,O′ mode of L3 in 3 and 4.

  吡啶 N-氧化物配体 L、L2 和 L3 与含乙炔二化物银的体系在水热条件下反应产生了四种带有有趣的 C2@Agn 基序的银-乙炔化物配合物：(Ag2C2)2(AgCF3CO2)8(L1) 3.5 (1)、(Ag2C2)2(AgCF3CO2)8(L2)2 (2)、(Ag2C2)(AgCF3CO2)4(L3) (3) 和 [(Ag7(C2)(CF3SO3)3(L3)2( H2O)2]·2CF3SO3 (4) (L = 烟酸 N-氧化物，L1 = 吡啶 N-氧化物，L2 = 1,2-双(4-吡啶基)乙烷 N,N-二氧化物，L3 = 1 ,3-双(4-吡啶基)丙烷N,N-二氧化物)，其表现出新的扭曲多面体C2@Agn笼图案，具有一对乙炔二价阴离子，封装在由三个多面体部分组成的Ag14聚集体中，而图 2 包含不规则的 (C2)2@Ag13 双笼。在图 3 中，基本结构单元是中心对称的 (C2)2@Ag12 双笼，每个组件单笼呈高度扭曲的三角十二面体形状，缺少一个顶点。对于复合物4，核心是C2@Ag7单笼，其形式为稍微扭曲的单帽三棱柱，具有四个劈开的边缘，包括所有三个垂直侧面。此外，在富银环境中，pyO型配体被诱导表现出前所未有的配位模式，例如2中L2的μ5-O,O,O,O-,O-2连接模式和μ4- 3和4中L3的O，O，O-，O-模式。
• Construction of lanthanide(III) coordination polymers with 1,2-bis(4-pyridyl) ethane-N,N′-dioxide and trans-1,2-bis(4-pyridyl)ethene-N,N′-dioxide
  作者：Lin-Ping Zhang、Wen-Jie Lu、Thomas C.W. Mak

  DOI：10.1016/j.poly.2003.09.023

  日期：2004.1

  Four lanthanide(III) complexes [Ce(L-1)(1.5)(NO3)(3)](CH2Cl2)(0.25)(H2O)(0.25)}(infinity) 1, [Ln(L-2)(1.5)(NO3)(3)](infinity) (Ln = Ce, 2; Gd, 3), and [Yb(L-2)(CH3OH)(NO3)(3)](infinity) 4 have been synthesized using 1,2-bis(4-pyridyl)ethane-N,N'-dioxide (L-1) and trans-1,2-bis(4-pyridyl)ethene-N, N'-dioxide (L-2). Bridged by the flexible L-1 ligand to form binuclear Ce2O2 units, compound 1 shows a three-dimensional network with triangular and distorted square channels. The isomorphous pair 2 and 3 composed of rigid L-2 linkers and Ln(2)O(2) units (Ln = Ce, Gd) exhibit a layered structure of (4,4) topology. In compound 4, the mononuclear Yb(III) ions arc bridged by L-2 ligands to generate a sinuous chain. (C) 2003 Elsevier Ltd. All rights reserved.
• High-spin Schiff-base dinuclear iron(III) complexes bridged by N-oxide ligands
  作者：Ivan Nemec、Roman Boča、Milan Gembický、Lubor Dlháň、Radovan Herchel、Franz Renz

  DOI：10.1016/j.ica.2009.06.057

  日期：2009.10

  Synthesis and structure of dinuclear complexes [Fe-III(L-5)}bFe-III(L-5)}](BPh4)(2), where L-5 is a pentadentate Schiff-base ligand, b is a bidentate N-oxide bridging ligand based on bipyridine, is reported. Magnetic behavior is investigated in terms of the magnetic susceptibility, magnetization, and Mossbauer spectroscopy revealing that the complexes are high-spin over the whole temperature region. (C) 2009 Elsevier B. V. All rights reserved.
• Porous coordination networks generated from lanthanum trifluoromethanesulfonate and single/mixed N-oxide spacer linkers
  作者：Lin-Ping Zhang、Miao Du、Wen-Jie Lu、Thomas C.W. Mak

  DOI：10.1016/j.poly.2003.12.004

  日期：2004.3

  Three new lanthanum coordination polymers [La(mu-L)(2)L(H2O)(2)](CF3SO3)(3)}(n) (1), [La(mu-L')(CF3SO3)(H2O)(2)(mu-L)(0.5)L] (H2O)(3)(CF3SO3)}(n) (2) and [La(mu-L')(2)(mu-L)](H2O)(1.5)(CF3SO3)}(n) (3) have been prepared by the reaction of La(CF3SO3)(3) with 1,2-bis(4-pyridyl)ethane-N,N'-dioxide (L), or with mixed N-oxide ligands L and L' (HL' = isonicotinic acid N-oxide) in different molar ratios. Single-crystal X-ray analysis showed that 1 possesses a three-dimensional coordination framework connected by L ligands, whereas bridging by both L and L' spacers in different molar ratios results in coordination polymers 2 and 3 that exhibit two- and three-dimensional networks, respectively. Compounds 2 and 3 represent the first metal complexes containing two different N-oxide bridging ligands. Thermogravimetric analysis studies revealed that ligands L and L' are bound differently in compounds 1-3 due to their distinctive coordination modes. (C) 2003 Elsevier Ltd. All rights reserved.