20.500.12556/RUL-119654 Sinteza nove piridinijeve soli s triazolilidenskim fragmentom Synthesis of novel pyridinium salt containing triazolylidene fragment Diplomsko delo opisuje sintezo nove, v literaturi še neopisane soli piridina s triazolilidenskim fragmentom vezanim na piridinski dušikov atom. Sintetizirana sol predstavlja potencialni bidentatni dikarbenski NHC ligand, uporaben za tvorbo NHC kompleksov s kovinami prehoda. Sintezo smo izvedli v šestih korakih, kjer smo najprej po literaturno znanih postopkih ločeno pripravili izhodni alkin, 1-etinil-4-fenilpiridin-1-ijev trifluorometansulfonat, in benzil azid. V nadaljevanju smo izvedli klik reakcijo med želenim alkinom in azidom, pri čemer smo dobili ustrezni triazol, 1-(1-benzil-1H-1,2,3-triazol-4-il)-4-fenilpiridin-1-ijev trifluorometansulfonat. Kot katalizator smo uporabili Cu(PPh3)3Br. V zadnjem koraku smo triazol metilirali na mestu N3 in tako prišli do končnega produkta, 1-(1-benzil-3-metil-1H-1,2,3-triazol-3-ijev-4-il)-4-fenilpiridin-1-ijevega trifluorometansulfonata. Končnega produkta nam žal ni uspelo očistiti, saj je razpadel na SiO2 koloni. This thesis describes the synthesis of a novel pyridinium salt bearing triazolylidene fragment bounded to pyridine nitrogen atom, which has not yet been described in the literature. The synthesized salt represents a potential bidentate dicarbene NHC ligand, useful for the formation of transition metal NHC complexes. The synthesis was performed in six steps, where the starting alkyne, 1-ethynyl-4-phenylpyridin-1-trifluoromethanesulfonate, and benzyl azide, were independently prepared according to the literature reports. Following, a Cu(PPh3)3Br catalyzed click reaction between the desired alkyne and azide was performed to give the corresponding triazole, 1- (1-benzyl-1H-1,2,3-triazol-4-yl) -4-phenylpyridin-1-yl trifluoromethanesulfonate. In the last step, the triazole was methylated at the N3 position to give the final product, 1- (1-benzyl-3-methyl-1H-1,2,3-triazol-3-yl-4-yl) -4-phenylpyridin- 1-trifluoromethanesulfonate. Unfortunately, the final product was not purified, due to its decomposition on a SiO2 column. 1 2 3-triazol klik reakcija triazoliliden ligand. 1 2 3-triazole click reaction triazolylidene ligand. true false false Slovenski jezik Angleški jezik Diplomsko delo/naloga 2020-09-10 09:45:00 2020-09-10 09:45:02 2022-08-31 03:54:07 0000-00-00 00:00:00 2020 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 10462 30426883 Jedlovcnik_Luka_-_Sinteza_nove_piridinijeve_soli_s_triazolilidenskim_fragmentom.pdf Jedlovcnik_Luka_-_Sinteza_nove_piridinijeve_soli_s_triazolilidenskim_fragmentom.pdf 1 229F9E00A6E1B6576A3DD9C6472D5847 7ce022a0f2e936f2d448602602f82c8eec6c13172899309a95f16bf3880b25c8 e2ab53aa-a1b9-11eb-a523-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=134378 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0