20.500.12556/RUL-129225 Sinteza substituiranih biciklo[2.2.2]oktenov s cikloadicijami med 2H-piran-2-onskimi derivati in maleinanhidridom ter nadaljnje pretvorbe z dušikovimi nukleofili Synthesis of substituted bicyclo[2.2.2]octenes with cycloadditions between 2H-pyran-2-one derivatives and maleic anhydride and further transformations with nitrogen nucleophiles Z dvakratno Diels–Alderjevo reakcijo med derivati 2H-piran-2-onov in maleinanhidridom ali N-substituiranim maleimidom lahko pripravimo substituirane biciklo[2.2.2]oktene, pri čemer pride do eliminacije molekule CO2. Biciklo[2.2.2]oktenski derivati, ki vsebujejo maleinanhidridne obroče, so zanimive tarče za nadaljnje pretvorbe z dušikovimi nukleofili. V diplomskem delu naj bi bile raziskane reakcije, s katerimi bi na biciklični skelet uvedla piridinske in druge (hetero)aromatske amine, ki služijo bodisi kot ligandi za različne katione prehodnih kovin, bodisi kot akceptorji halogenske vezi in predstavljajo pomembne strukturne fragmente pri gradnji novih 2D in 3D molekulskih arhitektur. By double Diels–Alder reaction of 2H-pyran-2-one derivatives and maleic anhydride or N-substituted maleimide, substituted bicyclo[2.2.2]octenes can be prepared via elimination of a CO2 molecule. Bicyclo[2.2.2]octene derivatives containing maleic anhydride rings are interesting targets for further conversions with nitrogen nucleophiles. In this Diploma work I intended to investigate reactions that would introduce pyridine and other (hetero)aromatic amines to the bicycle skeleton, which would serve either as ligands for various transition metal cations or as halogen bond acceptors and would thus represent important structural fragments in the construction of new 2D and 3D molecular architectures. Diels–Alderjeva reakcija 2H-piran-2-oni biciklo[2.2.2]okteni (hetero)aromatski amini biciklični skelet Diels–Alder reaction 2H-pyran-2-ones bicyclo[2.2.2]octenes (hetero)aromatic amines bicycle skeleton true false false Slovenski jezik Angleški jezik Diplomsko delo/naloga 2021-08-30 14:20:07 2021-08-30 14:20:11 2022-09-08 04:07:21 0000-00-00 00:00:00 2021 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 8981 75948291 Pelko_Teja_-_Sinteza_substituiranih_biciklo[2.2.2]oktenov_s_cikloadicijami_med_2H-piran-2-onskim.pdf Pelko_Teja_-_Sinteza_substituiranih_biciklo[2.2.2]oktenov_s_cikloadicijami_med_2H-piran-2-onskim.pdf 1 5157A741CA34E846765E9BAC95FFBA07 61741165b2962c4e7ea3dcbd4e2ce19f82ff68a8ff18c175285b7f870e5c046d 64423993-098c-11ec-a523-00155dcfd717 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=146180 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0