Dekarbonilativno bromovanje i dekabronilovanje aromatičnih i heteoaromatičnih aldehida
Decarbonylative bromination and decarbonylation of aromatic and heteroaromatic aldehydes
Autori
Ajdačić, VladimirOstala autorstva
Opsenica, IgorŠolaja, Bogdan A.
Zlatović, Mario
Vulović, Bojan
Gođevac, Dejan
Doktorska teza (Objavljena verzija)
Metapodaci
Prikaz svih podataka o dokumentuApstrakt
Sintetisan je i okarakterisan katalizator magnetnih osobina na bazi paladijuma (Pd/Fe2O3) kao i katalizator na bazi paladijuma gde je kao nosač upotrebljena bakterijska nanoceluloza (Pd/BNC) i ispitana je njihova primena u reakciji dekarbonilovanja aldehida. Optimizovani reakcioni uslovi primenjeni su na aromatičnim i heteroaromatičnim aldehidima i na alifatičnim aldehidima koji imaju vodonikove atome na α- i δ-ugljenikovim atomima. Istovremeno, određen je mehanizam reakcije dekarbonilovanja i ispitana je mogućnost reciklovanja katalizatora.Pored reakcije dekarbonilovanja sintetisani katalizator Pd/Fe2O3 upotrebljen je i u reakciji reduktivnog dehalogenovanja arilhalogenida.U nastavku istražena je i reakcije dekarbonilativnog bromovanja 5-ariltiofen-2-karbaldehida. Eksperimentalnim i računarskim metodama ispitan je mehanizam reakcije kao i njena primena u sintezi triarilsupstituisanih tiofena.
Palladium-based catalysts obtained by palladium immobilization on maghemite (Pd/ γ-Fe2O3) and bacterial nanocellulose (Pd/BNC) as solid supports were synthesized and characterized and their application in the decarbonylation reaction was investigated. Optimized reaction conditions were applied to a series of aromatic and heteroaromatic aldehydes as well as to several aldehydes having alpha and beta hydrogen atoms. The mechanism of the mentioned transformation as well as the possibility of catalyst recycling has also been investigated.In addition to the decarbonylation reaction, the synthesized catalyst Pd/γ-Fe2O3 was used in the reductive dehalogenation reaction of arylhalides.The decarbonylative bromination reaction of 5-arylthiophene-2-carbaldehydes was also investigated. By combining experimental and computational methods, the mechanism of this reaction was examined, as well as its application to the synthesis of triaryl-substituted thiophene derivatives.
Ključne reči:
dekarbonilovanje / decarbonylation / dehalogenation / decarbonylative bromination / palladium / catalysis / dehalogenovanje / dekarbonilativno bromovanje / paladijum / katalizaIzvor:
Универзитет у Београду, 2019Izdavač:
- Универзитет у Београду, Хемијски факултет
Finansiranje / projekti:
- Sinteza aminohinolina i njihovih derivata kao antimalarika i inhibitora botulinum neurotoksina A (RS-172008)
URI
http://eteze.bg.ac.rs/application/showtheses?thesesId=7600https://fedorabg.bg.ac.rs/fedora/get/o:22540/bdef:Content/download
http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=51816719
http://nardus.mpn.gov.rs/handle/123456789/17444
https://cherry.chem.bg.ac.rs/handle/123456789/4386
Kolekcije
Institucija/grupa
Hemijski fakultet / Faculty of ChemistryTY - THES AU - Ajdačić, Vladimir PY - 2019 UR - http://eteze.bg.ac.rs/application/showtheses?thesesId=7600 UR - https://fedorabg.bg.ac.rs/fedora/get/o:22540/bdef:Content/download UR - http://vbs.rs/scripts/cobiss?command=DISPLAY&base=70036&RID=51816719 UR - http://nardus.mpn.gov.rs/handle/123456789/17444 UR - https://cherry.chem.bg.ac.rs/handle/123456789/4386 AB - Sintetisan je i okarakterisan katalizator magnetnih osobina na bazi paladijuma (Pd/Fe2O3) kao i katalizator na bazi paladijuma gde je kao nosač upotrebljena bakterijska nanoceluloza (Pd/BNC) i ispitana je njihova primena u reakciji dekarbonilovanja aldehida. Optimizovani reakcioni uslovi primenjeni su na aromatičnim i heteroaromatičnim aldehidima i na alifatičnim aldehidima koji imaju vodonikove atome na α- i δ-ugljenikovim atomima. Istovremeno, određen je mehanizam reakcije dekarbonilovanja i ispitana je mogućnost reciklovanja katalizatora.Pored reakcije dekarbonilovanja sintetisani katalizator Pd/Fe2O3 upotrebljen je i u reakciji reduktivnog dehalogenovanja arilhalogenida.U nastavku istražena je i reakcije dekarbonilativnog bromovanja 5-ariltiofen-2-karbaldehida. Eksperimentalnim i računarskim metodama ispitan je mehanizam reakcije kao i njena primena u sintezi triarilsupstituisanih tiofena. AB - Palladium-based catalysts obtained by palladium immobilization on maghemite (Pd/ γ-Fe2O3) and bacterial nanocellulose (Pd/BNC) as solid supports were synthesized and characterized and their application in the decarbonylation reaction was investigated. Optimized reaction conditions were applied to a series of aromatic and heteroaromatic aldehydes as well as to several aldehydes having alpha and beta hydrogen atoms. The mechanism of the mentioned transformation as well as the possibility of catalyst recycling has also been investigated.In addition to the decarbonylation reaction, the synthesized catalyst Pd/γ-Fe2O3 was used in the reductive dehalogenation reaction of arylhalides.The decarbonylative bromination reaction of 5-arylthiophene-2-carbaldehydes was also investigated. By combining experimental and computational methods, the mechanism of this reaction was examined, as well as its application to the synthesis of triaryl-substituted thiophene derivatives. PB - Универзитет у Београду, Хемијски факултет T2 - Универзитет у Београду T1 - Dekarbonilativno bromovanje i dekabronilovanje aromatičnih i heteoaromatičnih aldehida UR - https://hdl.handle.net/21.15107/rcub_nardus_17444 ER -
@phdthesis{ author = "Ajdačić, Vladimir", year = "2019", abstract = "Sintetisan je i okarakterisan katalizator magnetnih osobina na bazi paladijuma (Pd/Fe2O3) kao i katalizator na bazi paladijuma gde je kao nosač upotrebljena bakterijska nanoceluloza (Pd/BNC) i ispitana je njihova primena u reakciji dekarbonilovanja aldehida. Optimizovani reakcioni uslovi primenjeni su na aromatičnim i heteroaromatičnim aldehidima i na alifatičnim aldehidima koji imaju vodonikove atome na α- i δ-ugljenikovim atomima. Istovremeno, određen je mehanizam reakcije dekarbonilovanja i ispitana je mogućnost reciklovanja katalizatora.Pored reakcije dekarbonilovanja sintetisani katalizator Pd/Fe2O3 upotrebljen je i u reakciji reduktivnog dehalogenovanja arilhalogenida.U nastavku istražena je i reakcije dekarbonilativnog bromovanja 5-ariltiofen-2-karbaldehida. Eksperimentalnim i računarskim metodama ispitan je mehanizam reakcije kao i njena primena u sintezi triarilsupstituisanih tiofena., Palladium-based catalysts obtained by palladium immobilization on maghemite (Pd/ γ-Fe2O3) and bacterial nanocellulose (Pd/BNC) as solid supports were synthesized and characterized and their application in the decarbonylation reaction was investigated. Optimized reaction conditions were applied to a series of aromatic and heteroaromatic aldehydes as well as to several aldehydes having alpha and beta hydrogen atoms. The mechanism of the mentioned transformation as well as the possibility of catalyst recycling has also been investigated.In addition to the decarbonylation reaction, the synthesized catalyst Pd/γ-Fe2O3 was used in the reductive dehalogenation reaction of arylhalides.The decarbonylative bromination reaction of 5-arylthiophene-2-carbaldehydes was also investigated. By combining experimental and computational methods, the mechanism of this reaction was examined, as well as its application to the synthesis of triaryl-substituted thiophene derivatives.", publisher = "Универзитет у Београду, Хемијски факултет", journal = "Универзитет у Београду", title = "Dekarbonilativno bromovanje i dekabronilovanje aromatičnih i heteoaromatičnih aldehida", url = "https://hdl.handle.net/21.15107/rcub_nardus_17444" }
Ajdačić, V.. (2019). Dekarbonilativno bromovanje i dekabronilovanje aromatičnih i heteoaromatičnih aldehida. in Универзитет у Београду Универзитет у Београду, Хемијски факултет.. https://hdl.handle.net/21.15107/rcub_nardus_17444
Ajdačić V. Dekarbonilativno bromovanje i dekabronilovanje aromatičnih i heteoaromatičnih aldehida. in Универзитет у Београду. 2019;. https://hdl.handle.net/21.15107/rcub_nardus_17444 .
Ajdačić, Vladimir, "Dekarbonilativno bromovanje i dekabronilovanje aromatičnih i heteoaromatičnih aldehida" in Универзитет у Београду (2019), https://hdl.handle.net/21.15107/rcub_nardus_17444 .