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undergraduate thesis
Priprava novih derivata kumarina Pd-kataliziranim reakcijama i njihova strukturna karakterizacija
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2016. urn:nbn:hr:149:378098
Milinković, Andrea
University of Zagreb
Faculty of Chemical Engineering and Technology

Institutional repository: Repository of Faculty of Chemical Engineering and Technology University of Zagreb

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Milinković, A. (2016). Priprava novih derivata kumarina Pd-kataliziranim reakcijama i njihova strukturna karakterizacija (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:378098

Milinković, Andrea. "Priprava novih derivata kumarina Pd-kataliziranim reakcijama i njihova strukturna karakterizacija." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2016. https://urn.nsk.hr/urn:nbn:hr:149:378098

Milinković, Andrea. "Priprava novih derivata kumarina Pd-kataliziranim reakcijama i njihova strukturna karakterizacija." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2016. https://urn.nsk.hr/urn:nbn:hr:149:378098

Milinković, A. (2016). 'Priprava novih derivata kumarina Pd-kataliziranim reakcijama i njihova strukturna karakterizacija', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:378098

Milinković A. Priprava novih derivata kumarina Pd-kataliziranim reakcijama i njihova strukturna karakterizacija [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2016 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:378098

A. Milinković, "Priprava novih derivata kumarina Pd-kataliziranim reakcijama i njihova strukturna karakterizacija", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2016. Available at: https://urn.nsk.hr/urn:nbn:hr:149:378098

Metadata
TitlePriprava novih derivata kumarina Pd-kataliziranim reakcijama i njihova strukturna karakterizacija
Title (english)Synthesis of novel coumarin derivatives by using Pd-catalysed reactions and their structural characterization
AuthorAndrea Milinković
MentorTatjana Gazivoda Kraljević (mentor)
Committee memberTatjana Gazivoda Kraljević (predsjednik povjerenstva)
Committee memberLidija Furač (član povjerenstva)
Committee memberAndrijana Meščić (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2016-09-09, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Organic Chemistry
Abstract
U ovom radu opisana je sinteza derivata 7-hidroksikumarina pripravljenih reakcijom bromiranja, nitriranja, te paladijem kataliziranim reakcijama. Bromiranjem 7-hidroksikumarina s N-bromsukcinimidom uz cerijev amonijev nitrat pripravljeni su 8-brom-7-hidroksikumarin (1) i 3,8-dibrom-7-hidroksikumarin (2). Reakcijom nitriranja 7-hidroksikumarina sintetizirani su derivati kumarina supstituirani nitro skupinom u položajima 3 i/ili 6 i 8 kumarinskog prstena (3-5). 7-hidroksi-4-(3-(p-tolil)prop-2-in-1-il)kumarin (6) supstituiran u položaju C-4 pripravljen je Sonogashira-inom reakcijom unakrsnog povezivanja 7-hidroksi-4-klormetilkumarina s 4-metilfenilacetilenom uz Pd-katalizator. Suzuki-jevom reakcijom 7-hidroksi-4-klormetilkumarina s (4-hidroksifenil)bornom kiselinom uz Pd-katalizator sintetiziran je 7-hidroksi-4-(4-hidroksibenzil)kumarin (7). Strukture sintetiziranih spojeva 1-7 potvrđene su 1H NMR spektroskopijom. Derivati kumarina 1-3 spektroskopski su okarakterizirani UV/Vis i fluorimetrijskom spektroskopijom, te su im određeni maksimumi apsorbancije i valne duljine emisije.
Abstract (english)
This work describes the synthesis of 7-hydroxycoumarin derivatives prepared by the bromination, nitration and palladium-catalyzed reactions. 8-bromo-7-hydroxycoumarin (1) and 3,8-dibromo-7-hydroxycoumarin (2) were prepared by the bromination of 7-hydroxycoumarin with N-bromosuccinimide and ceric ammonium nitrate. Coumarin derivates with nitro group substituted at the positions 3 and/ or 6 and 8 of coumarin ring (3-5) were synthesized by the nitration of 7-hydroxycoumarin. 7-hydroxy-4-(3-(p-tolyl)-2-yn-1-yl)-2H-chromen-2-one (6) substituted at C-4 was prepared by Sonogashira cross-coupling reaction of 4-(chloromethyl)-7-hydroxycoumarin and 2-(p-tolyl)ethyn-1-ylium with Pd-catalyst. 7-hydroxy-4-(4-hydroxybenzyl)-2H-chromen-2-one (7) was synthesized by Suzuki reaction of 4-(chloromethyl)-7-hydroxycoumarin and (4-hydroxyphenyl)boronic acid using Pd-catalyst. The structures of the synthesized compounds 1-7 were confirmed by 1H NMR spectroscopy. Coumarin derivates 1-3 were spectroscopically characterized by UV/ Vis and fluorimetric spectroscopy and their maxima of absorbance and emission wavelengths were determined.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:378098
Study programmeTitle: Applied Chemistry - Undergraduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry
Course: Applied organic chemistry
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
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Created on2018-02-05 11:22:41