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master's thesis
Sinteza i funkcionalizacija epoksidnog derivata benzobiciklo[3.2.1]oktadienskog fotoprodukta
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. urn:nbn:hr:149:713460
Ahmetović, Ramiza
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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Ahmetović, R. (2019). Sinteza i funkcionalizacija epoksidnog derivata benzobiciklo[3.2.1]oktadienskog fotoprodukta (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:713460

Ahmetović, Ramiza. "Sinteza i funkcionalizacija epoksidnog derivata benzobiciklo[3.2.1]oktadienskog fotoprodukta." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. https://urn.nsk.hr/urn:nbn:hr:149:713460

Ahmetović, Ramiza. "Sinteza i funkcionalizacija epoksidnog derivata benzobiciklo[3.2.1]oktadienskog fotoprodukta." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. https://urn.nsk.hr/urn:nbn:hr:149:713460

Ahmetović, R. (2019). 'Sinteza i funkcionalizacija epoksidnog derivata benzobiciklo[3.2.1]oktadienskog fotoprodukta', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:713460

Ahmetović R. Sinteza i funkcionalizacija epoksidnog derivata benzobiciklo[3.2.1]oktadienskog fotoprodukta [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2019 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:713460

R. Ahmetović, "Sinteza i funkcionalizacija epoksidnog derivata benzobiciklo[3.2.1]oktadienskog fotoprodukta", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2019. Available at: https://urn.nsk.hr/urn:nbn:hr:149:713460

Metadata
TitleSinteza i funkcionalizacija epoksidnog derivata benzobiciklo[3.2.1]oktadienskog fotoprodukta
Title (english)Synthesis and functionalization of the epoxide derivatives of benzobicyclo[3.2.1]octadiene photoproduct
AuthorRamiza Ahmetović
MentorIrena Škorić (mentor)
Committee memberIrena Škorić (predsjednik povjerenstva)
Committee memberDragana Vuk (član povjerenstva)
Committee memberSanja Lučić Blagojević (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2019-06-26, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
U cilju proučavanja djelovanja epoksidnih derivata benzobiciklo[3.2.1]oktadienskog fotoprodukta na kolinesteraze, Wittigovom reakcijom sintetizirani su spojevi 1a, 1b i 1c, koji su kasnije fotokemijskom reakcijom, intramolekulskim zatvaranjem prevedeni u benzobiciklo[3.2.1]oktadienske derivate s izoliranom dvostrukom vezom (2a, 2b i 2c). U cilju funkcionalizacije dvostruke veze provedena je epoksidacija meta-klorperbenzojevom kiselinom pri čemu su dobiveni epoksidi 3a, 3b i 3c, koji se zbog velike reaktivnosti vrlo lako mogu otvoriti. Otvaranje epoksida 3a i 3c provedeno je pomoću litijevog aluminijevog hidrida u tetrahidrofuranu, a epoksida 3b pomoću natrijevog borovog hidrida u tert-butanolu i metanolu. Dobiveni alkoholi 4a i 4b prevedeni su u odgovarajuće etere (5a, 5b, 6b i 7b) pomoću odgovarajućih alkilbromida u acetonu. Novi potencijalni inhibitori kolinesteraza dobiveni su nizom reakcija i pogodni su za daljnje transformacije i funkcionalizacije.
Abstract (english)
In order to study the influence of epoxide derivatives of benzobicyclo[3.2.1]octadiene photoproducts on cholinesterase inhibitory activity, Wittig's reaction products 1a, 1b and 1c, were subsequently converted by intramolecular photoclosure to the benzobicyclo[3.2.1]octadiene derivatives with isolated double bond (2a, 2b and 2c). For the purpose of double bond functionalization, epoxidation with meta-chloroperbenzoic acid was carried out, whereby epoxides 3a, 3b and 3c, which, due to their high reactivity, can be easily opened. The opening of epoxides 3a and 3c was carried out using lithium aluminum hydride in tetrahydrofuran and epoxide 3b with sodium borohydride in tert-butanol and methanol. The alcohols 4a and 4b obtained were converted to the corresponding ethers (5a, 5b, 6b and 7b) by the appropriate alkylbromide in acetone. New potential cholinesterase inhibitors are obtained by a series of reactions and are suitable for further transformation and functionalization.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:713460
Study programmeTitle: Applied Chemistry - Graduate 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: graduate
Academic / professional title: magistar/magistra primijenjene kemije (magistar/magistra primijenjene kemije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
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Created on2022-02-15 13:31:19