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Substituted 1-(isoxazol-3-yl)methyl-1H-1,2,3-triazoles: Synthesis, palladium(II) complexes, and high-turnover catalysis in aqueous media
Tetrahedron ( IF 2.1 ) Pub Date : 2018-05-19 , DOI: 10.1016/j.tet.2018.05.016
Nikolay A. Bumagin , Alexey V. Kletskov , Sergey K. Petkevich , Iryna A. Kolesnik , Alexander S. Lyakhov , Ludmila S. Ivashkevich , Alexander V. Baranovsky , Peter V. Kurman , Vladimir I. Potkin

New substituted 3-((1H-1,2,3-triazol-1-yl)methyl)-5-arylisoxazoles (aryl = Ph, p-Tol) and 2-(5-phenylisoxazol-3-yl)-5-(2-(1-((5-(p-tolyl)isoxazol-3-yl)methyl)-1H-1,2,3-triazol-4-yl)ethyl)-1,3,4-oxadiazole were synthesized by means of click-chemistry procedures. The obtained compounds were used as ligands in preparation of palladium(II) complexes, and the latter proved to be high-turnover-number catalysts for CC cross-coupling reactions under Green Chemistry conditions. One of the ligands was structurally characterized by single crystal X-ray diffraction, and the structure of complexes was determined by 1H, 13C, 15N NMR spectroscopy and quantum-chemical modeling.



中文翻译:

取代的1-(异恶唑-3-基)甲基-1 H -1,2,3-三唑:合成,钯(II)配合物和水介质中的高周转催化作用

新的取代的3-(((1H-1,2,3-三唑-1-基)甲基)-5-芳基异恶唑(芳基= Ph,-Tol)和2-(5-苯基异恶唑-3-基)-5-合成了(2-(1-((5-(甲苯基)异恶唑-3-基)甲基)-1H-1,2,3-三唑-4-基)乙基)-1,3,4-恶二唑通过点击化学程序。所得化合物用作制备钯(II)配合物的配体,后者被证明是绿色化学条件下CC交叉偶联反应的高周转数催化剂。通过单晶X射线衍射在结构上表征配体之一,并通过1 H,13 C,15 N NMR光谱和量子化学建模确定配合物的结构。

更新日期:2018-05-19
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