20.500.12556/RUL-109945 Sinteza nukleofilnega in deoksifluorirnega reagenta na osnovi imidazolijevih polifluoridov v vodnem mediju Synthesis of novel nucleophilic and deoxyfluorinating reagent based on imidazolium polyfluorides in aqueous media Vir nukleofilnih fluodnih ionov 1,3-bis(2,6-diizopropilfenil)-1H-imidazolijev trifluorid je bil pripravljen v vodni raztopini s pomočjo uporabe fluorovodikove kisline, kot cenovno ugodnega vira fluoridnih ionov, z dobrimi izkoristki. V namene priprave polimernega nosilca imidazolijevega fluoridnega reagenta je bil sintetiziran tudi 2-benzilimidazolijev derivat polifluorida. S pomočjo kloriranja v vodni raztopini natrijevega hipoklorita je bil na enostaven in cenovno ugoden način v preparativne namene pripravljen tudi 2-kloroimidazolijev polifluorid, ki je derivat reagenta PhenoFluor. Sintetizirana sol je obstojna na zraku in se lahko uporablja za deoksifluoriranje tudi pod neinertnimi pogoji brez uporabe eksternega vira fluoridnih ionov. Synthesis of nucleophilic fluoride reagent based on imidazolium polyfluoride was accomplished in aqueous solution by ion exchange with hydrofluoric acid as cheap source of fluoride ions. With our goal of bonding the imidazolium based fluoride reagents on the polymeric solid support a substituted 2-benzylimidazolium polyfluoride was synthesised to check for reactivity of bulky imidazolium cation. By chlorination in aqueous solution of sodium hypochlorite an easily approachable synthesis of 2-chloro substituted imidazolium polyfluoride, derivative of PhenoFluor reagent, was also accomplished. It is air-stable and showes remarkable stabillity towards hydrolysis even at elevated temperatures and alkaline solution. Deoxyfluorination of heteroaromatic phenol and carboxylic acid under non-inert conditions was achieved without use of external fluoride ions. nukleofilno fluoriranje deoksifluoriranje vodni medij polifluoridi imidazolijeve soli nucleophilic fluorination deoxyfluorination aqueous medium polyfluorides imidazolium salts true false false Slovenski jezik Angleški jezik Diplomsko delo/naloga 2019-09-10 14:45:13 2019-09-10 14:45:17 2022-08-22 03:40:40 0000-00-00 00:00:00 2019 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 5562 1538422979 Jelen_Jan_-_Sinteza_nukleofilnega_in_deoksifluorirnega_reagenta_na_osnovi_imidazolijevih_poliflu.pdf Jelen_Jan_-_Sinteza_nukleofilnega_in_deoksifluorirnega_reagenta_na_osnovi_imidazolijevih_poliflu.pdf 1 D194EE48D9ED8259796FE7B17C9E71C2 1fb72a20f2ccdd2700973247fe1a3026fca9b469388714f7577797737fadba75 ff093d9f-a1b6-11eb-a523-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=121550 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0