20.500.12556/RUL-186614 Sinteza N-alkil-N-metil-substituiranih enaminonov in njihova uporaba v HAT-fotokataliziranem križnem spajanju s 4-bromobenzonitrilom Synthesis of N-alkyl-N-methyl-substituted enaminones and their application in HAT-photocatalyzed cross-coupling with 4-bromobenzonitrile V diplomskem delu sem preučeval sintezo enaminonov in njihovo uporabo v reakcijah HAT-fotokataliziranega križnega spajanja z aril bromidi ob uporabi niklja kot kovinskega katalizatorja. Enaminoni so pomembni sintetski intermediati zaradi svoje konjugirane »push–pull« strukture, ki jim daje značilne kemijske lastnosti. Enaminone sem sintetiziral s transaminiranjem (E)-3-(dimetilamino)-1-fenilprop-2-en-1-ona. Sintetizirane enaminone sem nato uporabil v reakcijah križnega spajanja z različnimi aril bromidi. Produkte reakcij sem izoliral ter okarakteriziral z infrardečo spektroskopijo in spektroskopijo jedrske magnetne resonance (¹H in ¹³C NMR). Pri večini reakcij so bili doseženi dobri izkoristki in uspešno potrjene strukture produktov. Rezultati potrjujejo, da HAT-fotokataliza v kombinaciji z nikljevo katalizo predstavlja učinkovito metodo za tvorbo novih vezi C–C iz enaminonov pod blagimi reakcijskimi pogoji ter omogoča sintezo funkcionaliziranih organskih spojin. This thesis focuses on the synthesis of enaminones and their application in HATphotocatalyzed, nickel-mediated cross-coupling reactions with aryl bromides. Enaminones are important synthetic intermediates due to their conjugated push–pull structure, which imparts unique chemical properties. Enaminones were synthesized via transamination of (E)-3-(dimethylamino)-1-phenylprop-2-en-1-one. The synthesized enaminones were subsequently employed in cross-coupling reactions with various aryl bromides. The reaction products were isolated and characterized by infrared spectroscopy and nuclear magnetic resonance (¹H and ¹³C NMR) spectroscopy. Most reactions gave good yields, and the structures of the synthesized products were successfully confirmed. The results demonstrate that HAT photocatalysis combined with nickel catalysis represents an efficient strategy for the formation of new C–C bonds from enaminones under mild reaction conditions and enables the synthesis of functionalized organic compounds. enaminoni HAT križno spajanje aril bromidi nikelj Enaminones HAT cross-coupling aryl bromides nickel true false false Slovenski jezik Angleški jezik Diplomsko delo/naloga 2026-09-03 12:05:03 2026-09-03 12:05:10 2026-09-29 12:33:19 0000-00-00 00:00:00 2026 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 25902 292907267 Logonder_Maj_-_Sinteza_N-alkil-N-metil-substituiranih_enaminonov_in_njihova_uporaba_v_HAT-fotoka.pdf Logonder_Maj_-_Sinteza_N-alkil-N-metil-substituiranih_enaminonov_in_njihova_uporaba_v_HAT-fotoka.pdf 1 998EED8980EEF923CA16DDCE5A310470 7ed72cd05abe9fa2d377d01bd02e6b0aef9ede695b937521d2265677f9f952f3 f302372f-a77e-11f1-8bc5-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=245898 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0