1-propyl-4-p-tolyl-1H-1,2,3-triazole | 1322619-31-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 1-propyl-4-p-tolyl-1H-1,2,3-triazole
• 英文别名: 4-(4-Methylphenyl)-1-propyltriazole；4-(4-methylphenyl)-1-propyltriazole
• CAS: 1322619-31-7
• 化学式: C₁₂H₁₅N₃
• 分子量: 201.271
• InChiKey: YLDLHZVUXAULPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-propyl-4-p-tolyl-1H-1,2,3-triazole 在 四丁基氢氧化铵 作用下， 以 甲醇 、 乙二醇乙醚 、 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 [Ir(1-propyl-4-(tolyl)triazole)₂(4,4’-dicarboxybipyridine)]PF₆
  参考文献：
  名称：

  New cyclometalated iridium(III) dye chromophore complexes for n-type dye-sensitised solar cells

  摘要：

  The synthesis of seven iridium complexes where aryl-1,2,3-triazole (Ar-tz) moieties act as cyclometalating ligands with 2,2'-bipyridyl-4,4'-dicarboxylic acid (dcb) as a N<^>N ancillary/anchoring ligand, is described. The new dye complexes [Ir(Ar-tz)(2)(dcb)1[PF6] (AS1-7) were prepared in a two stage procedure with iridium-chloride dimer isolation. DFF analysis together with photophysical investigations reveal how using different substituents on the phenyl ring, or a different aryl system, lead to the tuning of the absorption and emission properties of these complexes. Computational studies therefore demonstrate an ideal HOMO-LUMO directionality for the [Ir(Ar-tz)(2)(dcb)(+) framework, promoting a favourable electron transfer into the TiO2 conduction band upon photoexcitation. Preliminary unoptimized tests on TiO2 DSSCs have been carried out which show similar photovoltaic performance to the [lr(PPY)(2)(deb)] [PF6] (ppy = 2-phenylpyridine) benchmark. (C) 2016 Published by Elsevier B.V.

  DOI：

  10.1016/j.ica.2016.12.003
• 作为产物：
  描述：

  溴丙烷 、 4-甲苯基乙炔 在 sodium azide 、 铜 作用下， 以 甲醇 为溶剂， 反应 14.0h， 以60%的产率得到1-propyl-4-p-tolyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Nano-copper catalyzed three-component reaction to construct 1,4-substituted 1,2,3-triazoles

  摘要：

  Three-component reaction of alkyl halides, sodium azide with terminal alkynes can be catalyzed by nano-copper particles under ambient conditions. A series of 1,4-disubstituted-1,2,3-triazoles were obtained regioselectively by this one-pot strategy. Nano copper can be reused at least three times without significant deactivation. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.02.114

文献信息

• β-CD/CuI catalyzed regioselective synthesis of iodo substituted 1,2,3-triazoles, imidazo[1,2-a]-pyridines and benzoimidazo[2,1-b]thiazoles in water and their functionalization
  作者：Divya Dheer、Ravindra K. Rawal、Virender Singh、P.L. Sangwan、Parthasarathi Das、Ravi Shankar

  DOI：10.1016/j.tet.2017.05.081

  日期：2017.7

  An environment benign process has been developed for the regioselective synthesis of 5-iodo-1,4-disubstituted-1,2,3-triazoles catalyzed by CuI/β-CD in water. Moreover, the process was manifested for the efficient synthesis of 2-iodo-imidazo[1,2-a]pyridines and 2-iodo-benzoimidazo[2,1-b]thiazoles in aqueous medium. Additionally, the iodinated derivatives were successfully modified via palladium catalyzed

  已经开发出一种环境友好的方法，用于在水中CuI /β-CD催化的5-碘-1,4-二取代-1,2,3-三唑的区域选择性合成。而且，在水性介质中有效合成2-碘-咪唑并[1,2- a ]吡啶和2-碘-苯并咪唑并[ 2,1- b ]噻唑的方法被证明。另外，通过钯催化的偶联反应成功地修饰了碘化衍生物。该方法的显着特征是在温和的反应条件下原位形成1-碘炔烃和烷基/芳基叠氮化物，高区域选择性以及使用水作为绿色溶剂。
• Synthesis and characterisation of luminescent rhenium tricarbonyl complexes with axially coordinated 1,2,3-triazole ligands
  作者：Baljinder S. Uppal、Rebecca K. Booth、Noreen Ali、Cindy Lockwood、Craig R. Rice、Paul I. P. Elliott

  DOI：10.1039/c1dt10634a

  日期：——

  than pyridine (νCO = 2037, 1932 cm−1). The complexes are luminescent in aerated dichloromethane at room temperature with emission maxima at 542 to 552 nm comparable to that of the pyridine analogue (549 nm) and blue shifted relative to the parent chloride complex. Long luminescent lifetimes are observed for the triazole complexes (475 to 513 ns) in aerated dichloromethane solutions at room temperature

  一系列1-烷基-4-芳基-1,2,3-三唑（1-甲基-4-苯基-1,2,3-三唑（1a）; 1-丙基-4-苯基-1,2，制备了3-三唑（1b）; 1-苄基-4-苯基-1,2,3-三唑（1c）; 1-丙基-4-对甲苯基-1,2,3-三唑（1d））通过一锅法，包括从卤化物前体原位生成叠氮化物，然后用适当的芳基炔烃进行铜催化的炔烃/叠氮化物环加成反应（CuAAC）。然后通过将[Re（bpy）（CO）3 Cl]与AgPF搅拌制备阳离子Re（I）络合物[Re（bpy）（CO）3（1a–d）] PF 6（2a–d）6英寸二氯甲烷在配体1a–d的存在下。获得了2a和2b的X射线晶体结构。在固态下，2a采用高度扭曲的几何形状，这对于2b而言是看不到的，其中，三唑配体的平面相对于Re–N键倾斜了13°，这是由于两者之间的π堆积相互作用所致。 Ph取代基和py配体。这种π堆积的相互作用还导致py配体。的红外光谱图2a-d显示出ν
• Nano-copper catalyzed three-component reaction to construct 1,4-substituted 1,2,3-triazoles
  作者：Lina Huang、Wei Liu、Juncheng Wu、Ying Fu、Kehu Wang、Congde Huo、Zhengyin Du

  DOI：10.1016/j.tetlet.2014.02.114

  日期：2014.4

  Three-component reaction of alkyl halides, sodium azide with terminal alkynes can be catalyzed by nano-copper particles under ambient conditions. A series of 1,4-disubstituted-1,2,3-triazoles were obtained regioselectively by this one-pot strategy. Nano copper can be reused at least three times without significant deactivation. (C) 2014 Elsevier Ltd. All rights reserved.
• Uppal, Baljinder S.; Booth, Rebecca K.; Ali, Noreen, Dalton Transactions, p. 1 - 7
  作者：Uppal, Baljinder S.、Booth, Rebecca K.、Ali, Noreen、Lockwood, Cindy、Rice, Craig R.、Elliott, Paul I. P.

  DOI：——

  日期：——
• Cu(BTC)-MOF catalyzed multicomponent reaction to construct 1,4-disubstituted-1,2,3-triazoles
  作者：Xiangru Jia、Guangli Xu、Zhengyin Du、Ying Fu

  DOI：10.1016/j.poly.2018.05.058

  日期：2018.9

  Cu(BTC)-MOF catalyzed one-pot, three-component reaction of terminal alkynes, halides and sodium azide to form 1,4-disubstituted-1,2,3-triazoles was investigated. It was conducted in methanol under room temperature with good to excellent product yields. The Cu(BTC)-MOF catalyst could be easily recovered by filtration and be reused at least three recycles with no significant decrease in the yield. The method was demonstrated to be a truly green process with sustainability and economics. (C) 2018 Elsevier Ltd. All rights reserved.