2-(5-(4-甲氧基苯基)-2H-1,2,4-三唑-3-基)吡啶 | 1001635-66-0

• 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
• 中文名称: 2-(5-(4-甲氧基苯基)-2H-1,2,4-三唑-3-基)吡啶
• 英文名称: 2-(5-(4-methoxyphenyl)-2H-1,2,4-triazol-3-yl)pyridine
• 英文别名: 3-Pyridin-2-yl-5-(4-methoxyphenyl)-1h-1,2,4-triazole；2-[3-(4-methoxyphenyl)-1H-1,2,4-triazol-5-yl]pyridine
• CAS: 1001635-66-0
• 化学式: C₁₄H₁₂N₄O
• 分子量: 252.275
• InChiKey: PJOBGBJFWCOBTM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  63.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(5-(4-甲氧基苯基)-2H-1,2,4-三唑-3-基)吡啶 、 三苯基硼烷 以 甲苯 为溶剂， 以27%的产率得到
  参考文献：
  名称：

  Pyridyl-1,2,4-triazole diphenyl boron complexes as efficient tuneable blue emitters

  摘要：

  1,2,4-三唑基硼配合物是易于调节的蓝光发射体。

  DOI：

  10.1039/c4dt01393j
• 作为产物：
  描述：

  N'-[(4-methoxyphenyl)methylideneamino]pyridine-2-carboximidamide 在 N-溴代丁二酰亚胺(NBS) 、 ammonium acetate 、 溶剂黄146 作用下， 以58%的产率得到2-(5-(4-甲氧基苯基)-2H-1,2,4-三唑-3-基)吡啶
  参考文献：
  名称：

  合成5-芳基-3- Ç -glycosyl-和从亚烷基-氨基腙不对称3,5-二芳基1,2,4-三唑†

  摘要：

  在具有多种生物活性的1,2,4-三唑衍生物中，3 - C-吡喃葡萄糖基-5-取代的1,2,4-三唑属于糖原磷酸化酶的最有效抑制剂，因此是潜在的降糖药。在寻找用于这类化合物的新的合成方法中，研究了N 1-亚烷基羧酰胺dra的氧化性闭环。在NaH 2 PO 2存在下，通过Raney-Ni®还原反应，由相应的糖基氰化物和酰氨基prepared酰胺制备O-酰化的N 1-（β- D-甘氨酸金烷基糖基亚甲基）-芳族羧酰胺基酮。通过NBS对如此获得的化合物进行溴化得到了酰肼基溴化物型衍生物，其在吡啶中或在AcOH中通过NH 4 OAc与3- C-糖基-5-取代-1,2,4-三唑闭环。在相同条件下ø -perbenzoylated Ñ 1 -arylidene- Ç - （β- d吡喃葡萄糖基）-formamidrazones给出预期的-1,2,4-三唑作为只有轻微的产品。N 1-亚芳基-亚芳基甲酰胺还与NBS

  DOI：

  10.1039/c5ra05702g

文献信息

• Structure and excitation-dependent emission of novel zinc complexes with pyridyltriazoles
  作者：Alexey Gusev、Elena Braga、Ekaterina Zamnius、Mikhail Kiskin、Mariya Kryukova、Alina Baryshnikova、Boris Minaev、Gleb Baryshnikov、Hans Ågren、Wolfgang Linert

  DOI：10.1039/c9ra02491c

  日期：——

  A series of Zn(ii) complexes with 5-(4-R-phenyl)-3-(pyridin-2-yl)-1,2,4-triazoles have been synthesized and subsequently characterized by single crystal X-ray diffraction, ¹H-NMR, FT-IR spectroscopy, elemental analyses, ESI-MS, and PXRD.

  一系列含有5-(4-R-苯基)-3-(吡啶-2-基)-1,2,4-三唑的Zn(ii)配合物已被合成，并随后通过单晶X射线衍射、¹H-NMR、FT-IR光谱、元素分析、ESI-MS和PXRD进行表征。
• Luminescent bis-tridentate iridium(III) complexes: Overcoming the undesirable reactivity of trans-disposed metallated rings using –N^N^N-coordinating bis(1,2,4-triazolyl)pyridine ligands
  作者：Melissa T. Walden、Dmitry S. Yufit、J.A. Gareth Williams

  DOI：10.1016/j.ica.2021.120737

  日期：2022.3
• Blue-Emitting Iridium Complexes with Substituted 1,2,4-Triazole Ligands:  Synthesis, Photophysics, and Devices
  作者：Enrico Orselli、Gregg S. Kottas、Asgeir E. Konradsson、Paolo Coppo、Roland Fröhlich、Luisa De Cola、Addy van Dijken、Michael Büchel、Herbert Börner

  DOI：10.1021/ic701110p

  日期：2007.12.1

  Neutral heteroleptic mononuclear iridium(III) complexes with (2,4-difluoro)phenylpyridine and different pyridine1,2,4-triazole ligands were synthesized and fully characterized. We investigated the effects of substituents in the 5-position of the triazole ring on the photophysical and electrochemical behavior. Increasing the electron-withdrawing capabilities generally leads to a lowering of the HOMO level with a consequent slight widening of the HOMO-LUMO gap and a blue shift in emission. The complexes reported exhibit high emission quantum yields and long luminescent lifetimes, typical of iridium(III) complexes, and most of them show reversible redox processes in solution. Also, many of the complexes reported here have been obtained as single crystals suitable for X-ray crystallography. Two of the complexes were further tested as phosphorescent dyes in OLED devices and showed high external quantum efficiencies (similar to 7%) and color points better than the "standard" for blue iridium(III) bis[(4,6-difluorophenyl)pyridinato-N,C(2')]picolinate (FIrpic). We also report the full electrochemical investigation of Flrpic in different solvents.
• Synthesis and characterisation of a series of mononuclear ruthenium(II) carbonyl complexes of heterocycle-based asymmetric bidentate ligands
  作者：Declan Mulhern、Yanhua Lan、Sally Brooker、John F. Gallagher、Helmar Görls、Sven Rau、Johannes G. Vos

  DOI：10.1016/j.ica.2005.03.050

  日期：2006.2

  In this contribution, the synthesis and characterisation of a series of complexes of the type [Ru(L-L')(CO)(2)Cl-2] are reported, where L-L' are the chelating ligands L1-L8, 2-(4H-[1,2,4]triazol-3'-yl)-pyridine (L1); 2-(4H-[1,2,4]triazol-3'-yl)-pyrazine; (L2); 2(1-methyl-4H-[1,2,4]-triazol-3-yl)pyridine (L3); 2-(5-pyridin-2-yl-4H-[1,2,4]-triazole-3-yl)phenol (L4); 3-(5-methylphenyl)-pyridin-2-yl-1,2,4-triazole (U); 3-(4-methylphenyl)-pyridin-2-yl-1,2,4-triazole (L5); 3-(4-methoxyphenyl)-pyridin-2-yl-1,2,4-triazole (L6); 3,6-bis[(4-methoxyphenyl)iminomethyl]pyridazine (L8). L1-L7 are triazole-based ligands, which provide two distinct bidentate coordinate modes (via N2 or N4 of the triazole) whereas L8 is pyridazine-based and contains two identical bidentate binding pockets. The products obtained are analysed using infrared and NMR spectroscopy. The X-ray and molecular structures of the complexes with the ligands L2, L6, L7 and L8 are reported. These structures are the first to be reported for triazole based ruthenium chloro and ruthenium pyridazine imine complexes. The data show that the triazole ring in L2, L6 and L7 is coordinated via the N2 atom, and that the pyridazine-based ligand L8 uses only one binding pocket hence accommodating only one ruthenium(II) centre. For all compounds the cis(CO)transCl conformation is obtained. The results obtained are compared with those obtained for other similar compounds. (c) 2005 Elsevier B.V. All rights reserved.
• Synthesis and luminescent properties of copper(I) complexes with 3-pyridin-2-yl-5-(4-R-phenyl)-1H-1,2,4-triazoles
  作者：A. N. Gusev、V. F. Shul’gin、B. F. Minaev、G. V. Baryshnikov、V. A. Minaeva、A. T. Baryshnikova、M. A. Kiskin、I. L. Eremenko

  DOI：10.1134/s0036023617040052

  日期：2017.4

  A series of heteroligand copper(I) complexes with 3-pyridin-2-yl-5-(4-R-phenyl)-1H-1,2,4-triazoles (R = H, CH3, CH3O) and PPh3 of general composition CuIL(PPh3) have been synthesized and studied. The compounds have been characterized by elemental analysis, IR spectroscopy, and diffusion reflectance spectra. The structure of the complex with 3-pyridin-2-yl-5-phenyl-1H-1,2,4-triazole has been determined by single-crystal X-ray diffraction analysis. The complex is mononuclear and has a tetrahedral environment of the central atom. The compounds exhibit strong visible photoluminescence (lambda(max) = 599-609 nm). Quantum-chemical calculations at the B3LYP/DGDZVP level have demonstrated that the short phosphorescence life-time of the CuIL(PPh3) compounds is caused by intensity transfer from the S-0-S-2 transition through spinorbit coupling induced by the rotation of the iodine 5p orbital upon the T-1-S-2 transition.