1-tert-butyl-4-p-tolyl-1H-1,2,3-triazole | 1595281-89-2

• 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-tert-butyl-4-p-tolyl-1H-1,2,3-triazole
• 英文别名: 1-Tert-butyl-4-(4-methylphenyl)triazole
• CAS: 1595281-89-2
• 化学式: C₁₃H₁₇N₃
• 分子量: 215.298
• InChiKey: RCBAKYRRCUYXOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  30.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-甲苯基乙炔 、 叔-丁基叠氮化物 在 [Cu(BTTA)(NCMe)]PF₆ 作用下， 以 乙腈 为溶剂， 以63%的产率得到1-tert-butyl-4-p-tolyl-1H-1,2,3-triazole
  参考文献：
  名称：

  Oligodentate Aminotriazole Ligands for CuAAC and Copper‐Mediated Monooxygenation of Phenols: Influence of Denticity, Chain Length and N‐Alkylation on Catalytic Activity

  摘要：

  Copper complexes supported by a series of ligands containing different N‐donor groups were prepared, and the influence of the ligand design on the catalytic activity towards (i) the conversion of monophenols to o‐quinones and (ii) the CuAAC reaction was investigated. Increasing the number of methyltriazole moieties attached to an amine from one (TTA) over two (BTTA) to three (TTTA) decreases the catalytic mono‐phenolase activity of derived Cu complexes. By contrast, replacing the methylene group between the apical and the outer N‐donors of TTA with an ethylene bridge in TTEA increases the activity whereas alkylation of the amino group (dmTTEA, prlTTEA) has no positive effect on the catalytic activity. When employing the complexes in the CuAAC reaction, opposite trends in catalytic activity are observed. The results are interpreted in the context of the respective mechanistic pathways.

  DOI：

  10.1002/cctc.202301316

文献信息

• 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.
• 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.