20.500.12556/RUL-171440 Katalitska fotoredoks C-H arilacija 1-ciano-4-okso-4H-kinolizin-3-diazonijevega tetrafluoroborata z aromatskimi aminokislinskimi derivati Catalytic photoredox C-H arylation of 1-cyano-4-oxo-4H-quinolizine-3-diazonium tetrafluoroborate with derivatives of aromatic aminoacids V diplomskem delu sem izvedel fotoredoks katalizirane C-H arilacije 1-ciano-4-okso-4H-kinolizin-3-diazonijevega tetrafluoroborata (1) z N-Boc-L-fenilalanin metil estrom (2), N-Boc-L-tirozin metil estrom (3), N-Boc-L-histidin metil estrom (4), N-Boc-L-triptofan metil estrom (5) ter z dinatrijevo soljo eozina Y, kot fotokatalizatorjem. Reakcije so potekale pri sobni temperaturi in pri obsevanju z zeleno svetlobo. Pri vseh reakcijah so nastali predvideni regioizomeri produktov arilacije, pri reakciji s histidinom 4, pa sta nastala tudi azo adukta 4c,d. Dobljene produkte sem delno ločil z bliskovito kolonsko kromatografijo in jih okarakteriziral s 1H in 13C spektroskopijo ter HRMS analizo. In my thesis, I performed photoredox-catalyzed C-H arylations of 1-cyano-4-oxo-4H- quinolizine-3-diazonium tetrafluoroborate (1) with N-Boc-L-phenylalanine methyl ester (2), N-Boc-L-tyrosine methyl ester (3), N-Boc-L-histidine methyl ester (4) and N-Boc-L- tryptophan methyl ester (5) using the disodium salt of eosin Y as the photocatalyst. The reactions were carried out at room temperature and under green light irradiation. All reactions yielded the expected regioisomers of the arylation products, while the reaction with histidine 4 also yielded azo adducts 4c,d. The obtained products were partially separated by flash column chromatography and characterized by 1H and 13C spectroscopy and HRMS analysis. diazonijeva sol aminokislinski derivati fotoredoks kataliza biokonjugacija diazonium salt amino acid derivatives photoredox catalysis bioconjugation true false false Slovenski jezik Angleški jezik Diplomsko delo/naloga 2025-08-26 12:00:00 2025-08-26 12:00:03 2025-09-02 03:37:06 0000-00-00 00:00:00 2025 0 0 0000-00-00 NiDoloceno NiDoloceno NiDoloceno 0000-00-00 0000-00-00 0000-00-00 25803 247089923 Avsec_Urban_-_Katalitska_fotoredoks_C-H_arilacija_1-ciano-4-okso-4H-kinolizin-3-diazonijevega_te.pdf Avsec_Urban_-_Katalitska_fotoredoks_C-H_arilacija_1-ciano-4-okso-4H-kinolizin-3-diazonijevega_te.pdf 1 17532A66032CC3F443302DF4E5E6F398 8b6d246bed1e87a65e62f39154f84846efa23b92f4cab0142a5341cf47991a68 50f67daf-8263-11f0-9328-0050569b8976 https://repozitorij.uni-lj.si/Dokument.php?lang=slv&id=214759 Fakulteta za kemijo in kemijsko tehnologijo 0 0 0