1,4-bis(1,2,4-triazol-4-ylmethyl)benzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,4-bis(1,2,4-triazol-4-ylmethyl)benzene
• 英文别名: 1,4-Bis((4H-1,2,4-triazol-4-yl)methyl)benzene；4-[[4-(1,2,4-triazol-4-ylmethyl)phenyl]methyl]-1,2,4-triazole
• 化学式: C₁₂H₁₂N₆
• 分子量: 240.267
• InChiKey: DAUQOVIWDBBXFA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  61.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  zinc(II) nitrate hexahydrate 、 1,4-bis(1,2,4-triazol-4-ylmethyl)benzene 、 2,6-萘二羧酸 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以90%的产率得到[Zn(1,4-bis((1H-1,2,4-triazol-1-yl)methyl)benzene)_0.5(naphthalene-2,6-dicarboxylate)]
  参考文献：
  名称：

  Dimensional selective syntheses of metal–organic frameworks using mixed organic ligands

  摘要：

  Three metal-organic frameworks (MOFs), Zn(BTX)(m)(L)(n) 1-3 (BTX = 1,4-bis((1H-1,2,4-triazol-1-yl)methyl) benzene; H2L = H(2)IPA (isophthalic acid), H2BDC (terephthalic acid), and H2NDC (naphthalene-2,6-dicarboxylic acid) for 1-3, respectively), were synthesized, and their structures and properties were analyzed. They were prepared by solvothermal reaction of the corresponding mixed ligands with the Zn2+ ion. Single-crystal XRD (SXRD) analysis revealed that 1 and 2 exhibit a 2D layer-stacked structure, whereas 3 shows a 3-fold interpenetrated 3D structure. TGA showed that the structure is thermally stable up to about 350, 317, and 400 degrees C for 1-3, respectively. PXRD showed their structural changes during drying processes. Unlike 1 and 2, only 3 exhibited a sorption isotherm for both N-2 at 77 K and CO2 at 195 K, which showed typical type III and I behaviors, respectively. Thus, the properties of 1-3 are in close connection with dimensionality, which differs depending on their organic ligands.

  DOI：

  10.1016/j.ica.2020.119739
• 作为产物：
  描述：

  在 potassium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 以83.7%的产率得到1,4-bis(1,2,4-triazol-4-ylmethyl)benzene
  参考文献：
  名称：

  旋转苯基环作为二维金属有机框架中的客体开关

  摘要：

  半刚性双（1,2,4-三唑）配体在铜（I）链之间以顺式构象结合，形成一系列二维金属有机骨架，显示出融合的一维金属有机纳米管的拓扑结构。作为溶剂化的函数，这些各向异性框架在固态中经历两种不同的转变。二维片层可以膨胀或收缩，或者更值得注意的是，苯环可以在两个不同的位置之间旋转。苯环的旋转允许根据存在的客体分子调整管尺寸。这种沿一维管的“门”效应已通过单晶 X 射线衍射表征。还可以通过粉末 X 射线衍射 (PXRD) 和固态 (13) C 交叉极化魔角旋转 (CP-MAS) NMR 来跟踪转变。尽管 PXRD 无法区分转化，但可以使用固态 (13)C CP-MAS NMR 直接监测苯基旋转作为溶剂化的函数，这表明这种光谱方法是监测此类新型框架中呼吸的有效方法. 最后，模拟表明苯环从平行取向旋转到垂直取向是以骨架-骨架能量为代价发生的，并且这种能量消耗被更强的骨架-溶剂相互作用所抵消。

  DOI：

  10.1021/ja4088709

文献信息

• A series of Cd(<scp>ii</scp>) coordination polymers based on flexible bis(triazole) and multicarboxylate ligands: topological diversity, entanglement and properties
  作者：Ke Li、Vladislav A. Blatov、Tao Fan、Tian-Rui Zheng、Ya-Qian Zhang、Bao-Long Li、Bing Wu

  DOI：10.1039/c7ce01176h

  日期：——

  Eight Cd(II) coordination polymers, [Cd(btrb)(H2O)4][Cd2(btrb)(btec)(H2O)2]2(OH)2·5H2O}n (1·(OH)2·5H2O), [Cd(btrb)0.5(bptc)0.5]·H2O}n (2·H2O), [Cd3(btrb)(btc)2]·3H2O}n (3·3H2O), [Cd(btrb)(ip)(H2O)]·H2O}n (4), [Cd(btrb)(MeOip)]·H2O}n (5), [Cd2(btrb)2(1,2-bdc)2]·3H2O}n (6), [Cd2(btrb)(bpdc)2]2·11H2O}n (7) and [Cd(btrb)(bpdc)]·H2O}n (8), were synthesized under hydrothermal conditions. 1 shows

  八种Cd（II）配位聚合物，[Cd（btrb）（H 2 O）4 ] [Cd 2（btrb）（btec）（H 2 O）2 ] 2（OH）2 ·5H 2 O} n（1 ·（OH）2 ·5H 2 O），[Cd（btrb）0.5（bptc）0.5 ]·H 2 O} n（2 ·H 2 O），[Cd 3（btrb）（btc）2 ]· 3H 2 O} n（3 ·3H 2 O），[Cd（btrb）（ip）（H2 O）]·H 2 O} n（ 4），[Cd（btrb）（MeOip）]·H 2 O} n（ 5），[Cd 2（btrb） 2（1,2-bdc） 2 ]·3H 2 O} n（ 6），[Cd 2（btrb）（bpdc） 2 ] 2 ·11H 2 O} n（ 7）和[Cd（btrb）（bpdc）]·H 2 O} n（ 8）是在水热条件下合成的。1个展示了前所未有的（4,4,4,4）连接的3D（电中性基序）+
• A new strategy to obtain tetranuclear cobalt(<scp>ii</scp>) metal–organic frameworks based on the [Co₄(μ₃-OH)₂] cluster: synthesis, structures and properties
  作者：Ke Li、Xiu-Xiu Lv、Lu-Lu Shi、Lu Liu、Bao-Long Li、Bing Wu

  DOI：10.1039/c6dt02895k

  日期：——

  Three metal–organic frameworks (MOFs) [Co4(OH)2(adc)6(H2O)5][Co2(OH)(btrb)]2·8H2O}n (1), [Co4(OH)2(btrb)(nip)3(H2O)3]·4H2O}n (2·4H2O) and [Co4(OH)2(btrb)(btc)2(H2O)2]·9H2O}n (3·9H2O) (btrb = 1,4-bis(1,2,4-triazol-4-ylmethyl)benzene, H2adc = 1,3-adamantanedicarboxylic acid, H2nip = 5-nitroisophthalic acid and H3btc = 1,3,5-benzenetricarboxylic acid) were synthesized by a hydrothermal method. 1 shows

  三种金属有机骨架（MOF）[Co 4（OH）2（adc）6（H 2 O）5 ] [Co 2（OH）（btrb）] 2 ·8H 2 O} n（1），[ Co 4（OH）2（btrb）（nip）3（H 2 O）3 ]·4H 2 O} n（2 ·4H 2 O）和[Co 4（OH）2（btrb）（btc）2（ H 2 O）2 ]·9H 2 O} n（3 ·9H 2 O）（btrb = 1,4-双（1,2,4-三唑-4-基甲基）苯，H 2 adc = 1,3-金刚烷二羧酸，H 2 nip = 5-硝基间苯二甲酸和通过水热法合成H 3 btc ＝ 1,3,5-苯三羧酸。1示出了一个不寻常的（3,4） -连接的2D网络（4·6的点符号2）2（4 2 ·6 2 ·8 2）的基础上[CO 4（μ 3 -OH）2 ]和[ CO 2（μ 3 -OH）]单元。2是基于[Co4（μ 3 -OH） 2 ]单元。3是一种罕见的（3
• POM-based compounds modified by mono- and bis-triazole derivatives: photocatalytic, electrochemical, and supercapacitor properties
  作者：Xi Xu、Yanping Zhang、Jun Ying、Liang Jin、Aixiang Tian、Xiuli Wang

  DOI：10.1039/d1ce01596f

  日期：——

  one-dimensional chain with adjacent anions linked by two [M(DEP)]2+ subunits. Compound 3 is based on the γ-Mo8 anion, in which adjacent one-dimensional chains are connected by hydrogen bonding interactions to form a supramolecular two-dimensional structure. In compound 4, the β-Mo8 anions are connected by [Cu2(DEP)2]2+ dimers to construct a chain. Two amino groups of two DEP ligands show abundant hydrogen bonding

  在水热条件下合成了五种多金属氧酸盐基化合物，即M 2 (DEP) 2 (H 2 O) 6 [H 2 (TeMo 6 O 24 )]} (M = Ni 1 , Zn 2 ), Co( DEP) 2 (H 2 O) 2 [H 2 (γ-Mo 8 O 26 )]}·11H 2 O ( 3 ), Cu(DEP)[(H 2 β-Mo 8 O 26 ) 0.5 ]} ( 4 ), [Cu 6 (DTP) 5(OH) 2 (H 2 O) 6 (PW VI 10 W V 2 O 40 ) 2 ] ( 5 ) (DEP = 3-[1,3,4]triazol-4-ylmethyl-benzylamine, DTP = 1,4 -双(1,3,4-三唑-1-基甲基)-苯)。同构化合物1和2均基于 Anderson 阴离子，包含由两个 [M(DEP)] 2+亚基连接的相邻阴离子的一维链。化合物3是基于γ-Mo
• Isostructural Synthesis of Porous Metal–Organic Nanotubes
  作者：Christopher R. Murdock、David M. Jenkins

  DOI：10.1021/ja5042226

  日期：2014.8.6

  Employment of semirigid double-hinged di-1,2,4-triazoles has led to the synthesis of an isostnictural series of metal-organic nanotubes (MONTs). The ditriazole ligands adopt a syn conformation between rigid metal chains while an appropriate anion choice provides a "capping" of the metal ions, leading to MONT formation. This approach of utilizing a variety of both semirigid ligands and metals is the first general methodology to prepare this class of 1D nanomaterial. The local geometry at the metal center depends on the metal ion employed, with Cu(I) centers adopting a tetrahedral geometry, Ag(I) centers adopting a seesaw geometry, and Cu(II) centers adopting a square-pyramidal geometry upon MONT synthesis. The pore size of the MONTs is adjusted by changing the central portion of the double-hinged ligand, allowing for a predictable method to control the pore width of the MONT. The adsorption properties of MONTs as a function of pore size revealed selective uptake of CO2 and CH4, with copper MONTs exhibiting the highest uptake. In the case of the silver MONTs, an increase in pore width improves both gas uptake and selectivity.
• Syntheses, structural diversity and properties of a series of coordination polymers based on 4-substituted bis(triazole) and multicarboxylate ligands
  作者：Ke Li、Li-Ming Zhu、Lin-Lu Qian、Zhi-Xiang Wang、Bao-Long Li、Hai-Yan Li

  DOI：10.1016/j.poly.2018.01.030

  日期：2018.5

  Seven coordination polymers, [Co(btrb)(MeOip)]center dot H2O}(n), (1), [CO(btrb)(0.5)(NH(2)ip)(H2O)](n) (2), [Cu(btrb)(0.5)(NH(2)ip)(H2O)](n) (3), [CO3(btrb)(1.5)(Meip)(3)(H2O)]center dot 3H(2)O}(n) (4.3H(2)O), [Zn(btrb)(0.5)(1,4-bdc)](n) (5), [Zn-2(btrb)(0.5)(Meip)(2)](n) (6) and [Zn-2(OH)(btrb)(0.5)(btc)(H2O)]center dot 4H(2)O}(n), (7.4H(2)O) (btrb = 1,4-bis(1,2,4-triazole-4-ylmethyl)benzene, H(2)MeOip = 4-methoxyisophthalic acid, H(2)NH(2)ip = 5-aminoisophthalic acid, H(2)Meip = 5-methylisophthalic acid, 1,4-H(2)bdc = terephthalic acid, H(3)btc = 1,3,5-benzenetricarboxylic acid), were synthesized and characterized. 1 shows a 4-connected 3D cds network. 2 and 3 exhibit a (3,4)-connected 2D network with the point symbol (4(2).6)(4(2).6(3).8). 4 presents a 6-connected 3D network based on a [Co-3(COO)(3)] trimeric cluster with the point symbol (4(8).5(4).6(3)). 5 exhibits a 3-fold interpenetrated pcu network based on a [Zn-2(COO)(2)] dimer. 6 shows a 2-fold interpenetrated pcu topology based on a [Zn-4(COO)(6)] tetramer. 7 shows a rare (3,8)-connected network based on [Zn-4(mu(3)-OH)(2)] clusters with the point symbol (4.5.6)(2)(4(2).5(6).6(16).7(2).8(2)). The photocatalytic properties of 1, 3 and 4 and the solid-state photoluminescence properties of 5-7 were investigated. (C) 2018 Elsevier Ltd. All rights reserved.