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undergraduate thesis
1,2,3-triazolom premošteni konjugati kumarina i ferocena: sinteza i spektroskopska karakterizacija
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2017. urn:nbn:hr:149:406500
Majić, Mara
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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Majić, M. (2017). 1,2,3-triazolom premošteni konjugati kumarina i ferocena: sinteza i spektroskopska karakterizacija (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:406500

Majić, Mara. "1,2,3-triazolom premošteni konjugati kumarina i ferocena: sinteza i spektroskopska karakterizacija." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2017. https://urn.nsk.hr/urn:nbn:hr:149:406500

Majić, Mara. "1,2,3-triazolom premošteni konjugati kumarina i ferocena: sinteza i spektroskopska karakterizacija." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2017. https://urn.nsk.hr/urn:nbn:hr:149:406500

Majić, M. (2017). '1,2,3-triazolom premošteni konjugati kumarina i ferocena: sinteza i spektroskopska karakterizacija', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:406500

Majić M. 1,2,3-triazolom premošteni konjugati kumarina i ferocena: sinteza i spektroskopska karakterizacija [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2017 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:406500

M. Majić, "1,2,3-triazolom premošteni konjugati kumarina i ferocena: sinteza i spektroskopska karakterizacija", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2017. Available at: https://urn.nsk.hr/urn:nbn:hr:149:406500

Metadata
Title1,2,3-triazolom premošteni konjugati kumarina i ferocena: sinteza i spektroskopska karakterizacija
Title (english)1,2,3-triazole-bridged coumarin-ferrocene conjugates: synthesis and spectroscopic characterization
AuthorMara Majić
MentorTatjana Gazivoda Kraljević (mentor)
Committee memberTatjana Gazivoda Kraljević (predsjednik povjerenstva)
Committee memberMarijana Hranjec (član povjerenstva)
Committee memberDanijela Ašperger (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2017-09-20, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Organic Chemistry
Abstract
U ovom radu opisana je sinteza derivata kumarina i ferocena premoštenih 1,2,3-triazolnim prstenom. Perkinovom reakcijom pripravljen je derivat kumarina 1, koji je potom in situ s NaN3 preveden u 3-azido-4-hidroksikumarin (2). Knoevenagel-ovom reakcijom je sintetiziran 7-hidroksi-4-klormetilkumarin (4), koji je s NaN3 in situ preveden u 4-azidometilni derivat kumarina 5. O-alkiliranjem spoja 2 s propargil-bromidom uz K2CO3 sintetiziran je 3-azido-7-O-propargilkumarin (8). Klik reakcijom kataliziranom bakrom azidokumarina 2, 5, 8 i 4-azidometil-7-metilkumarina s etinilferocenom pripravljeni su derivati kumarina i ferocena premošteni 1,2,3-triazolom (3, 6, 7 i 9). Strukturna i spektroskopska karakterizacija sintetiziranih spojeva provedena je 1H NMR, UV/Vis i fluorimetrijskom spektroskopijom. Elektrokemijska ispitivanja odabranih spojeva provedena su cikličkom voltametrijom.
Abstract (english)
This paper describes synthesis of coumarin derivates and ferrocene linked through 1,2,3-triazole ring. Coumarin derivate 1 was prepared by Perkin reaction, which gave by in situ reaction with NaN3 3-azido-4-hydroxycoumarin (2). 4-Chlorymethyl-7-hydroxycoumarin (4) was synthesized by Knoevenagel reaction, which was then converted in situ to 4-azidomethyl coumarin derivate (5) with NaN3. O-alkylation reaction of compound 2 with propargyl bromide in the presence of K2CO3 afforeded 3-azido-7-O-propargylcoumarin (8). ''Click'' reaction catalyzed with Cu of azidocoumarines 2, 5, 8 and 4-azidomethyl-7-methylcoumarin with ethynylferrocene gave coumarine and ferrocene derivatives bridged by 1,2,3-triazole ring (3, 6, 7 and 9). Structural characterization of synthesized compounds was acomplished using 1H NMR, UV/Vis and fluorimetric spectroscopy. Electrochemical evaluation of corresponding compounds are carried out by cyclic voltammetry.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:406500
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
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Created on2021-03-16 13:35:02