prikaz prve stranice dokumenta Fotokemija 3- i 4-[4-(2-vinilfenil)buta-1,3-dienil]piridina
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master's thesis
Fotokemija 3- i 4-[4-(2-vinilfenil)buta-1,3-dienil]piridina
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2015. urn:nbn:hr:149:381087
Husak, Antonija
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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Husak, A. (2015). Fotokemija 3- i 4-[4-(2-vinilfenil)buta-1,3-dienil]piridina (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:381087

Husak, Antonija. "Fotokemija 3- i 4-[4-(2-vinilfenil)buta-1,3-dienil]piridina." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2015. https://urn.nsk.hr/urn:nbn:hr:149:381087

Husak, Antonija. "Fotokemija 3- i 4-[4-(2-vinilfenil)buta-1,3-dienil]piridina." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2015. https://urn.nsk.hr/urn:nbn:hr:149:381087

Husak, A. (2015). 'Fotokemija 3- i 4-[4-(2-vinilfenil)buta-1,3-dienil]piridina', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 27 March 2025, https://urn.nsk.hr/urn:nbn:hr:149:381087

Husak A. Fotokemija 3- i 4-[4-(2-vinilfenil)buta-1,3-dienil]piridina [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2015 [cited 2025 March 27] Available at: https://urn.nsk.hr/urn:nbn:hr:149:381087

A. Husak, "Fotokemija 3- i 4-[4-(2-vinilfenil)buta-1,3-dienil]piridina", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2015. Available at: https://urn.nsk.hr/urn:nbn:hr:149:381087

Metadata
TitleFotokemija 3- i 4-[4-(2-vinilfenil)buta-1,3-dienil]piridina
Title (english)Photochemistry of 3- and 4-[4-(2-vinylphenyl)buta-1,3-dienyl]pyridine
AuthorAntonija Husak
MentorIrena Škorić (mentor)
Committee memberIrena Škorić (predsjednik povjerenstva)
Committee memberDragana Vuk (član povjerenstva)
Committee memberSandra Babić (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2015-07-13, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Organic Chemistry
Abstract
U cilju proučavanja utjecaja heterocikličke jezgre kao supstituenta na fotokemijsko ponašanje konjugiranih butadienskih sustava, Wittigovom reakcijom sintetizirani su novi piridinski derivati butadiena 3-[4-(2-vinilfenil)buta-1,3-dienil]piridin (1) i 4-[4-(2-vinilfenil)buta-1,3-dienil]piridina (2) kao smjese geometrijskih izomera. Iz smjesa geometrijskih izomera uspješno su izolirani cis,trans-1 i trans,trans-1 te cis,trans-2 i trans,trans-2. Novosintetizirani derivati 1 i 2 podvrgnuti su... More fotokemijskim reakcijama na 300 i 350nm u smislu priprave novih bicikličkih struktura fotokemijskom metodologijom. Početni spojevi pokazali su različito fotokemijsko ponašanje. Fotoreakcija spoja 1 dovodi do stvaranja bicikličkog produkta rel-3-[(9S)-triciklo[6.3.1.02,7]dodeka-2,4,6,10-tetraen-9-il]piridina (rel-(9S)-7), dok osvjetljavanjem spoja 2 dolazi do stvaranja intramolekulskom cikloadicijom većinskog bicikličkog rel-4-[(9S)-triciklo[6.3.1.02,7]dodeka-2,4,6,10-tetraen-9-il]piridina (rel-(9S)-8) i manjinskog tricikličkog produkta rel-4-[(10S)-tetraciklo[7.2.1.02,11.03,8]dodeka-3,5,7-trien-10-il]piridina (rel-(10S)-9). Polazni spojevi 1 i 2 kao i njihovi fotoprodukti okarakterizirani su modernim spektroskopskim metodama (jednodimenzionalni i dvodimenzionalni NMR, UV, IR i MS). Novi potencijalni farmakološko interesantni spojevi dobiveni su jednostavnim pristupom koristeći svjetlo kao reagens i pogodni su za daljnje transformacije i funkcionalizacije. Less
Abstract (english)
In order to study the influence of heterocyclic nuclei as substituents on the photochemical behavior of the conjugated butadiene systems, new butadiene derivatives 3-[4-(2-vinylphenyl)buta-1,3-dienyl]pyridine (1) and 4-[4-(2-vinylphenyl)buta-1,3-dienyl]pyridine (2) with pyridine were synthesized by Wittig reaction as a mixture of geometric isomers. From a mixture of geometric isomers we isolated both isomers cis,trans-1, trans,trans-1 and cis,trans-2 and trans,trans-2. The newly... More synthesized derivatives 1 i 2 undergo photochemical reactions at 300 and 350 nm to give new bicyclic structures by photochemical cycloaddition. The initial compounds display diverse photochemical behavior. Photoreaction of compound 1 leads to the formation of the bicyclic product rel-3-[(9S) tricyclo[6.3.1.02,7]dodeca-2,4,6,10-tetraen-9-yl]pyridine (rel-(9S)-7), while illuminating the compound 2 leads to major bicyclic product rel-4-[(9S)-tricyclo[6.3.1.02,7]dodeca-2,4,6,10-tetraen-9-yl]pyridine (rel-(9S)-8) and as a minor product a tricyclic product, rel-4-[(10S)-tetracyclo[7.2.1.02,11.03,8]dodeca-3,5,7-trien-10-yl]pyridine (rel-(10S)-9) is gained by intramolecular cycloaddition. The structure of starting compounds 1 i 2 as well as their photoproducts 7-9 were characterized by modern spectroscopic methods (one and two dimensional NMR, UV, IR and MS). New potential pharmacologically interesting compounds were obtained by utilizing light, as a clean and accessible reagent, which are suitable for further transformation and functionalizations. Less
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:381087
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 conditionsClosed access
Terms of useLicence In copyright icon
Created on2016-01-13 13:32:46
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