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undergraduate thesis
Funkcionalizacija oksimskog derivata benzobiciklo[3.2.1]oktadiena
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. urn:nbn:hr:149:931792
Vukovinski, Ana
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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Vukovinski, A. (2019). Funkcionalizacija oksimskog derivata benzobiciklo[3.2.1]oktadiena (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:931792

Vukovinski, Ana. "Funkcionalizacija oksimskog derivata benzobiciklo[3.2.1]oktadiena." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. https://urn.nsk.hr/urn:nbn:hr:149:931792

Vukovinski, Ana. "Funkcionalizacija oksimskog derivata benzobiciklo[3.2.1]oktadiena." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. https://urn.nsk.hr/urn:nbn:hr:149:931792

Vukovinski, A. (2019). 'Funkcionalizacija oksimskog derivata benzobiciklo[3.2.1]oktadiena', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 17 November 2024, https://urn.nsk.hr/urn:nbn:hr:149:931792

Vukovinski A. Funkcionalizacija oksimskog derivata benzobiciklo[3.2.1]oktadiena [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2019 [cited 2024 November 17] Available at: https://urn.nsk.hr/urn:nbn:hr:149:931792

A. Vukovinski, "Funkcionalizacija oksimskog derivata benzobiciklo[3.2.1]oktadiena", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2019. Available at: https://urn.nsk.hr/urn:nbn:hr:149:931792

Metadata
TitleFunkcionalizacija oksimskog derivata benzobiciklo[3.2.1]oktadiena
Title (english)Functionalization of oxime derivative of the benzobicyclo[3.2.1]octadiene
AuthorAna Vukovinski
MentorIrena Škorić (mentor)
Committee memberIrena Škorić (predsjednik povjerenstva)
Committee memberDragana Vuk (član povjerenstva)
Committee memberMarijana Kraljić Roković (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2019-07-02, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
U cilju funkcionalizacije benzobiciklo[3.2.1]oktadienskog skeleta provedene su reakcije sinteze oksima i oksimskih etera. Početni oksim 2 sintetiziran je u nekoliko stupnjeva Wittigovom reakcijom te Vilsmeierovim formiliranjem, a daljnjim reakcijama supstitucije preveden je u oksimske etere 5-10. Gotovo svi dobiveni produkti imaju otvorenu furansku jezgru, osim oksimskog etera 7, čija je jezgra zatvorena, što potvrđuje 1H NMR spektar. Iskorištenje provedenih reakcija ovisi upravo o otvaranju furanskog prstena. Uočena su veća iskorištenja spojeva kod kojih je kisik, u obliku karbonilne ili hidroksilne skupine vezan na biciklički dio molekule. Oksimi i njihovi derivati sve se više koriste u medicinskim istraživanjima, prvenstveno u području inhibicije kolinesteraza, a upravo sintetizirani oksim 2 i oksimski eteri 5-10 strukturno podsjećaju na već opisane inhibitore tih enzima. Svi spojevi su okarakterizirani modernim spektroskopskim metodama, 1H NMR spektroskopijom te IR metodom.
Abstract (english)
For the purpose of benzobicyclo[3.2.1]octadiene skeleton functionalization, oxime and oxime ethers syntheses were performed. Initial oxime 2 was synthesized in several steps by Wittig reaction and Vilsmeier formylation, and by further substitution reactions was converted into oxime ethers 5-10. Almost all the resulting products have an open furan ring, except oxime ether 7, whose ring is closed, as confirmed by the 1H NMR spectrum. The yield of the reactions depends on the opening of the furan ring. Greater yields were utilized on compounds in which the oxygen, in the form of carbonyl or hydroxyl group, is attached to the bicyclic moiety of the molecules. Oximes and their derivatives are increasingly used in medical research, primarily in the field of cholinesterase inhibition. The synthesized oxime 2 and oxime ethers 5-10 are structurally reminded of the already-described inhibitors of these enzymes. All compounds were characterized by modern spectroscopic methods, 1H NMR spectroscopy and IR method.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:931792
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 on2023-05-29 12:34:55