Substituted 1-(isoxazol-3-yl)methyl-1H-1,2,3-triazoles: Synthesis,palladium(II) complexes,and high-turnover catalysis in aqueous media |
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Authors: | 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 |
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Institution: | 1. M.V. Lomonosov Moscow State University, Chemical Department, Leninskie Gory, 1/3, Moscow 119991, Russian Federation;2. Institute of Physical Organic Chemistry, National Academy of Sciences of Belarus, Surganova Str., 13, Minsk 220072, Belarus;3. Research Institute for Physical Chemical Problems of Belarusian State University, Leningradskaya Str., 14, Minsk 220006, Belarus;4. Institute of Bioorganic Chemistry, National Academy of Sciences of Belarus, Academician V.F. Kuprevich Str., 5/2, Minsk, 222141, Belarus |
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Abstract: | 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 C![/>C 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 <sup>1</sup>H, <sup>13</sup>C, <sup>15</sup>N NMR spectroscopy and quantum-chemical modeling.</td>
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Keywords: | Ligand design Palladium Isoxazole 1 2 3-Triazole Catalysis Cross-coupling IHWKZQKQAQAQFS-UHFFFAOYSA-L IHWKZQKQAQAQFS-UHFFFAOYSA-L |
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