20.500.12556/RUL-135372 Pospeševanje Sonogashirove reakcije brez bakra s pomočjo organokovinskih katalizatorjev Accelerating copper-free Sonogashira reaction with organometallic catalysts V sklopu magistrskega dela smo se ukvarjali z optimizacijo Sonogashirove reakcije spajanja brez bakra. Natančneje, želeli smo pospešiti ključno stopnjo reakcije, transmetalacijo. Neodvisno smo pripravili dva reakcijska intermediata, paladijev oksidativni adukt in paladijev acetilid. Z njima smo izvedli reakcijo transmetalacije, pri tem smo dodajali različne aditive in spremljali njihov vpliv na hitrost transmetalacije. Aditive, ki so kazali ugoden učinek, smo uporabili za pospešitev katalitskih reakcij med aril halidi in terminalnimi alkini. Preučevali smo tudi reaktivnost različnih borovih kislin in terminalnih alkinov pri reakciji spajanja s halogeniranimi acetileni, kjer smo uspešno prišli do želenih produktov. Sintetizirali smo terminalni alkin, ki vsebuje 15N označen piridinski obroč. Le-ta lahko vstopa v Sonogashira reakcijo spajanja kot eden izmed reaktantov. This master's thesis describes attempts of optimization of copper-free Sonogashira cross-coupling reaction. Namely, we aimed to accelerate the reaction by accellerating its key step, transmetallation. Two reaction intermediates, the oxidative palladium adduct and the palladium acetylide, were prepared independently. We performed the transmetallation reaction between these two complexes and added different additives to study their influence on the rate of transmetallation. Additives that showed a positive effect were used to accelerate the catalytic reactions between aryl halides and terminal alkynes. We also investigated the reactivity of various boric acids and terminal alkynes in the palladium-catalyzed coupling reaction with halogenated acetylenes, which led to the desired products. A terminal alkyne containing a 15N-labeled pyridine ring was synthesized. The latter can enter the Sonogashira coupling reaction as one of the reactants. Sonogashirova reakcija brez bakra transmetalacija organokovinska kemija pospeševanje reakcij spajanja copper-free Sonogashira reaction transmetallation organometallic chemistry acceleration of coupling reactions true false false Slovenski jezik Angleški jezik Magistrsko delo/naloga 2022-03-09 10:15:00 2022-03-09 10:15:05 2022-09-14 04:13:03 0000-00-00 00:00:00 2022 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 16421 100528131 Znidersic_Nika_-_Pospesevanje_Sonogashirove_reakcije_brez_bakra_s_pomocjo_organokovinskih_katali.pdf Znidersic_Nika_-_Pospesevanje_Sonogashirove_reakcije_brez_bakra_s_pomocjo_organokovinskih_katali.pdf 1 95489EF0AED89C88D04DA57721284D38 865c6d9fed7dcdf8a3f6b1c2e7a72460d1c0e28e02df1aac0a0de7c8c7c07f78 2023ffa5-9f89-11ec-abdb-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=154412 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0