bis(4-imidazol-1-yl-phenyl)diazene | 1206210-29-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: bis(4-imidazol-1-yl-phenyl)diazene
• 英文别名: 1,2-Bis(4-(1H-imidazol-1-yl)phenyl)diazene；bis(4-imidazol-1-ylphenyl)diazene
• CAS: 1206210-29-8
• 化学式: C₁₈H₁₄N₆
• 分子量: 314.349
• InChiKey: WHGKHODHZDVSAA-UHFFFAOYSA-N

物化性质

• 沸点：
  565.6±35.0 °C(Predicted)
• 密度：
  1.26±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  60.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  bis(4-imidazol-1-yl-phenyl)diazene 、 cobalt(II) thiocyanate 以 甲醇 、 N,N-二甲基乙酰胺 、 水 为溶剂， 反应 72.0h， 以0.4%的产率得到{[Co(bis(4-imidazol-1-yl-phenyl)diazene)2(thiocyanate)2]}n
  参考文献：
  名称：

  钴（II）配位聚合物中场诱导的慢磁弛豫和取决于阴离子/溶剂的质子传导

  摘要：

  三种新的配位聚合物（CPs），即2D {[Co（L）2（H 2 O）2 ]（ClO 4）2 ·3DMA·0.4H 2 O} n（1），3D {[Co（L）2（H 2 O）2 ]·（Cl）2 } n（2）和2D {[Co（L）2（NCS）2 ]} n（3）通过相应钴（II）的自组装获得）盐和线性半刚性连接基双（4-咪唑-1-基-苯基）二氮烯（L），其两端带有两个咪唑基团和一个偶氮部分。采购员图1和图2由阳离子框架组成，该阳离子框架导致阴离子与溶剂分子（仅在1中）一起掺入框架中，而CP 3具有中性框架。阳离子核分别在1和2中采用顺式和反式构型。该结构由二维网与SQL拓扑结构1，八倍互穿3-周期性网络直径拓扑2和三重互穿用2-周期性网络SQL中（2,4L2）拓扑3。CP的结构多样性1 - 3是由几个因素，其中包括阴离子的不同配位能力，反应条件和分子间的相互作用支配。使用分子Voronoi多面体方法，已经分析了CP

  DOI：

  10.1021/acs.cgd.8b01080

文献信息

• Coordination Polymers Built with a Linear Bis-Imidazole and Different Dicarboxylates: Unusual Entanglement and Emission Properties
  作者：Ruchi Singh、Parimal K. Bharadwaj

  DOI：10.1021/cg400756z

  日期：2013.8.7

  The linear linker bis(4-imidazol-1-ylphenyl)diazene (L) has been used to construct eight new coordination polymers with Zn(II), Cd(II) and Co(II) metal ions and different carboxylate donor ligands, viz., 1,1′-ferrocenedicarboxylic acid (H2Fc), 2′,5′-dimethylterphenyl-4,4″-dicarboxylic acid (H2MDA), diphenic acid (H2DPA), biphenyl-4,4′-dicarboxylic acid (H2BIPH), 4,4′-oxybis (benzoic acid) (H2BIOXY)

  线性接头双（4-咪唑-1-基苯基）二氮烯（L）已用于构建八种具有Zn（II），Cd（II）和Co（II）金属离子以及不同羧酸盐供体配体的新型配位聚合物。，1,1'-二茂铁基二羧酸（H 2 Fc），2'，5'-二甲基三联苯基-4,4''-二羧酸（H 2 MDA），二苯甲酸（H 2 DPA），联苯-4,4' -二羧酸（H 2 BIPH），4,4'-双氧苯甲酸（H 2 BIOXY），1 -（-）-苹果酸（H 3 LMA）和2,2'-二溴-6,6' -二硝基联苯-4,4'-二羧酸（H 2 DBDPA）。溶剂热形成的化合物为[Cd（L）（Fc）（H 2 O）]·（H 2 O）2 }n（ 1），[Cd（L）（MDA）]·DMF·CH 3 OH} n（ 2），[Zn（L）（MDA）]·3H 2 O} n（ 3），[Cd （L）（DPA）]} n（ 4），[Cd 2（L） 2（BIPH） 2（H
• Two new molybdates based on _∞[Mo_nO_3n+1]²⁻ units (n = 11, 4) with proton conduction under ionothermal
  作者：Y. H. Zhao、X. C. Jin、L. Chen、Y. F. Ding、Z. Mao、H. Fu、Y. H. Ao

  DOI：10.1039/c6ra26729g

  日期：——

  whose structure is similar with the ∞[MoO3] slabs in α-MoO3. Single crystal X-ray analysis shows that the ∞[MonO3n+1]2− layers and chains in 1 and 2 are pillared in the three-dimensional (3D) networks by the organic dications, while the two connections at the organic–inorganic interface are similar. At the same time, the different ∞[MonO3n+1]2− blocks (n = 11, 4) in hybrid organic–inorganic layered

  在电热条件下已合成了两种新的有机-无机杂化钼酸盐，即（H 4 C 3 N 2（C 6 H 4 N）2 N 2 C 3 H 4）2 / ∞ [Mo 11 O 34 ]·H 2 O （1）和（H 6 C 5 N（CH 2）3 NC 5 H 6）1 / ∞ [Mo 4 O 13 ]（2），它们是基于分层和链状∞ [Mo n O 3 n +1 ] 2-（n = 11，4）嵌段和两种不同大小的有机铵盐双-（4-咪唑-1-基-苯基）-重氮化合物和1,3-二-（4-吡啶基）-丙烷（+ HL1H +和+ HL2H +）。1和2中的2 / ∞ [Mo 11 O 34 ] 2−和1 / ∞ [Mo 4 O 13 ] 2−单位是前所未有的成员∞ [沫Ñ ø 3 Ñ 1 ] 2-家庭用新Ñ扩展到11和4值，其结构是与类似∞ [的MoO 3 ]板坯在α-的MoO 3。单晶X射线分析表明，有机指示符将1和2中的∞ [Mo
• Two-dimensional rhombus grid coordination polymer showing heterogeneous catalytic activities
  作者：Manish K. Sharma、Prabal P. Singh、Parimal K. Bharadwaj

  DOI：10.1016/j.molcata.2011.04.016

  日期：2011.6

  A coordination polymer, [Cd(L)(2)(DMF)(2)]center dot(ClO4)(2)center dot(2DMF)}(n) (1) (L = bis-(4-imidazol-1-yl-phenyl)diazene) has been synthesized at room temperature. The polymer forms a two-dimensional (2D) rhombus-grid sheet structure. These 2D sheets are stacked in ABAB ... mode with an inter-planar spacing of 3.729 angstrom. Each Cd(II) ion is equatorially bonded to four imidazole N atoms belong to four different ligand units while 0 atoms from two DMF molecules occupy the axial sites. Two ClO4- counter anions as well as two DMF molecules occupy the void space in each rhombus grid. This compound catalyzes cyanosilylation reactions of aromatic aldehydes in dichloromethane under mild conditions in heterogeneous fashion. On heating 1 at 120 degrees C for 4 h. all DMF molecules are lost and the ClO4- anions move out of the void space to occupy the axial sites on the metal to yield, de-solvated [Cd(L)(2)(ClO4)(2)]}(n) (1) without losing crystallinity. De-solvated 1 exhibits heterogeneous catalytic activity in several Knoevenagel condensation reactions at RT. (C) 2011 Elsevier B.V. All rights reserved.
• A Dynamic Open Framework Exhibiting Guest- and/or Temperature-Induced Bicycle-Pedal Motion in Single-Crystal to Single-Crystal Transformation
  作者：Manish K. Sharma、Parimal K. Bharadwaj

  DOI：10.1021/ic102305v

  日期：2011.3.7

  A ligand bis(4-imidazol-1-yl-phenyl)diazene (azim) incorporating an azo moiety at the center and two imidazole groups at the terminals forms two coordination polymers [Co(azim)(2)(DMF)(2)]center dot(ClO4)(2)center dot 2DMF}(n) (1) and [Cd(azim)(2)-(DMF2]center dot (ClO4)(2)center dot 2DMF}(n) (2) (DMF = NN'-dimethylformamide) at room temperature. Both 1 and 2 are isostructural with rhombic two-dimensional sheets stacking in ABAB... fashion resulting in large voids that contain DMF and ClO4- as guests. In 1, the azo groups and phenyl rings are disordered over two positions and as in usual cases, the pedal motion cannot be discerned. Upon heating, 1 turns amorphous. In the case of 2, however, heat treatment does not lead to loss of crystallinity. Thus, when a crystal of 2 (mother crystal) is heated slowly, it causes substantial movement or escape of both metal-bound and lattice DMF besides movement of ClO4- anions to give daughter crystals 2a, 2b, and 2c without losing crystallinity (single-crystal to single-crystal (SC-SC) transformation). Most interestingly, the X-ray structures of 2 and its daughter products reveal stepwise reversible bicycle-pedal or crankshaft motion of the azo group. When a crystal of 2c is kept in DMF for 10 h, crystal 2' is formed whose structure is similar to that of 2 with slight changes in the bond distances and angles. Also, crystals of 2 are converted to 3 and 4 upon being kept in acetone or DEF (DEF = N, N-diethylformamide), respectively, for 10 h at ambient temperature in SC-SC transformation. In 3, each lattice DMF molecule is replaced by an acetone molecule, leaving the two coordinated DMF molecules intact. However, in 4, all lattice and coordinated DMF molecules are replaced by equal number of DEF molecules. Both in 3 and 4, the azo moieties show bicycle-pedal motion. Thus, bicycle-pedal motion that normally cannot be observed is shown here to be triggered by heat as well as guest molecules in SC-SC fashion.
• Field-Induced Slow Magnetic Relaxation and Anion/Solvent Dependent Proton Conduction in Cobalt(II) Coordination Polymers
  作者：Partha Mondal、Bijoy Dey、Subhadip Roy、Siba Prasad Bera、Rajendar Nasani、Atanu Santra、Sanjit Konar

  DOI：10.1021/acs.cgd.8b01080

  日期：2018.10.3

  Three new coordination polymers (CPs), namely, 2D [Co(L)2(H2O)2](ClO4)2·3DMA·0.4H2O}n (1), 3D [Co(L)2(H2O)2]·(Cl)2}n (2), and 2D [Co(L)2(NCS)2]}n (3) were obtained by the self-assembly of corresponding cobalt(II) salts and a linear semirigid linker bis(4-imidazol-1-yl-phenyl)diazene (L) designed with two terminal imidazole groups and an azo moiety in the middle. CPs 1 and 2 are composed of a cationic

  三种新的配位聚合物（CPs），即2D [Co（L）2（H 2 O）2 ]（ClO 4）2 ·3DMA·0.4H 2 O} n（1），3D [Co（L）2（H 2 O）2 ]·（Cl）2 } n（2）和2D [Co（L）2（NCS）2 ]} n（3）通过相应钴（II）的自组装获得）盐和线性半刚性连接基双（4-咪唑-1-基-苯基）二氮烯（L），其两端带有两个咪唑基团和一个偶氮部分。采购员图1和图2由阳离子框架组成，该阳离子框架导致阴离子与溶剂分子（仅在1中）一起掺入框架中，而CP 3具有中性框架。阳离子核分别在1和2中采用顺式和反式构型。该结构由二维网与SQL拓扑结构1，八倍互穿3-周期性网络直径拓扑2和三重互穿用2-周期性网络SQL中（2,4L2）拓扑3。CP的结构多样性1 - 3是由几个因素，其中包括阴离子的不同配位能力，反应条件和分子间的相互作用支配。使用分子Voronoi多面体方法，已经分析了CP