20.500.12556/RUL-161322 Sinteza 1,3,4,5-štirisubstituiranih 1,2,3-triazolijevih soli Synthesis of 1,3,4,5-Tetrasubstituted 1,2,3-Triazolium Salts Sintetizirali smo dve 1,3,4,5-štirisubstituirane 1,2,3-triazolijeve soli, 3,4-difenil-5-metil-1-(p-tolil)-1H-1,2,3-triazolijev triflat in 3,4-difenil-5-etil-1-(p-tolil)-1H-1,2,3-triazolijev triflat. Sintezo smo začeli s 4-aminotoluenom, ki smo ga pretvorili v 4-azidotoluen. Med njim in fenilacetilenom smo izvedli z bakrom katalizirano azid-alkin cikloadicijo in dobili 1,4-disubstituiran-1,2,3-triazol. Tega smo reagirali z jodonijevo soljo v prisotnosti bakrovega sulfata in dobili 1,3,4-trisubstituirano 1,2,3-triazolijevo sol. V zadnji stopnji smo na mesto 5, v prisotnosti reagentov n-butillitija in ustreznega alkil jodida (metil jodida oziroma etil jodida), vezali metilno ali etilno skupino ter dobili produkta. We synthesized two 1,3,4,5-tetrasubstituted 1,2,3-triazolium salts, 3,4-diphenyl-5-methyl-1-(p-tolyl)-1H-1,2,3-triazolium triflate and 3,4-diphenyl-5-ethyl-1-(p-tolyl)-1H-1,2,3-triazolium triflate. The synthesis began with 4-aminotoluene, which was converted into 4-azidotoluene. A copper-catalyzed azide-alkyne cycloaddition was performed between it and phenylacetylene, resulting in 1,4-disubstituted-1,2,3-triazole. This compound was reacted with an iodonium salt in the presence of copper sulfate, resulting in a 1,3,4-trisubstituted 1,2,3-triazolium salt. In the final step, a methyl or ethyl group was attached at position 5 using n-butyl-lithium and corresponding alkyl iodide (methyl iodide or ethyl iodide), producing the respective products. Sinteza triazoli »klik kemija« triazolijeve soli Synthesis triazoles »click chemistry« triazolium salts true false false Slovenski jezik Angleški jezik Diplomsko delo/naloga 2024-09-10 08:20:00 2024-09-10 08:20:04 2024-11-08 11:19:18 0000-00-00 00:00:00 2024 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 24217 214230531 Rakar_Anastazija_-_Sinteza_1,3,4,5-stirisubstituiranih-1,2,3-triazolijevih_soli.pdf Rakar_Anastazija_-_Sinteza_1,3,4,5-stirisubstituiranih-1,2,3-triazolijevih_soli.pdf 1 F610D3E68B115D8D77921C964546D50B 082371969de3f061cfcad44c20a0b753dd6fed6401fc241a6ba00cc118fb4c2d ad4275fb-6f3c-11ef-b232-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=190225 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0