Određivanje kvantnih prinosa fotokemijskih transformacija tiofenskih i piridinskih derivata

master's thesis

• Title (english): Quantum yield determination of photochemical transformations of thiophene and pyridine derivatives
• Author: Marko Levačić
• Mentor: Irena Škorić (mentor)
• Committee member: Irena Škorić (predsjednik povjerenstva)
• Committee member: Ivana Šagud (član povjerenstva)
• Committee member: Mirela Leskovac (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2017-07-12, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry; Organic Chemistry

Abstract

U cilju potpunog opisa reakcija u pobuđenom stanju i dodatnog definiranja novonastalih produkata butadienskih derivata s tiofenskom (1 i 2) i piridinskom jezgrom (3 i 4) određeni su kvantni prinosi sintetiziranih butadienskih sustava. Sintetizirani butadienski derivati pokazali su raznoliko ponašanje u pobuđenom stanju, a izolirani su i u potpunosti okarakterizirani njihovi novi biciklički fotoprodukti do kojih bi klasičnom sintezom teško bilo doći. Biciklo[3.2.1]oktenski kostur, koji se pojavljuje i kao produkt u reakcijama derivata tiofena i piridina u pobuđenom stanju, prisutan je u velikom broju biološki aktivnih spojeva izoliranih iz prirode. Budući da su iskorištenja u reakcijama bila dobra, valjalo je odrediti kvantne prinose za ove cikloadicijske reakcije. Da bi se odredili kvantni prinosi korišteni su kemijski aktinometri koji su prethodno pripravljeni. Korišteni su ferioksalatni aktinometar kao i jodid-jodatni aktinometar (IOD) te valerofenon kako bi dobili usporedive i reproducibilne rezultate. Za provedbu ovih mjerenja korišteni su vezani sustavi GC-MS i HPLC-MS.

Abstract (english)

Quantum yields were determined to get the complete description of the intramolecular photocycloaddition reaction and the new polycyclic products forming from thiophene (1 and 2) and pyridine (3 and 4) derivatives. Compounds 1-4 were investigated and they gave in excited state new polycyclic products that were completely characterized. Products with bicyclo[3.2.1]octene skeleton were present in almost all of the irradiation experiments. These structures are widely present in a vast number of biologically active compounds and are hard to obtain in ground state chemistry. As the yields of the transformations were good and all of the polycyclic photoproducts were isolated and characterized the next step was to determine the quantum yields for these cycloaddition reactions. To determine the quantum yields chemical actinometry was utilized. We used ferrioxalate actinometer as well as potassium iodide actinometer and valerophenone to gain valid reproducible results. In order to conduct these measurements GC-MS and HPLC-MS systems were used.

• Keywords: fotokemija; derivati tiofena; derivati piridina; biciklo[3.2.1]oktenski kostur; kvantni prinosi; kemijski aktinometri
• Keywords (english): photochemistry; thiophene derivates; pyridine derivates; bicyclo[3.2.1]octene skeleton; quantum yields; chemical actinometers
• Language: croatian
• URN:NBN: urn:nbn:hr:149:143803
• Study programme: Title: Materials Science and Engineering - Graduate study; Study programme type: university; Study level: graduate; Academic / professional title: magistar/magistra inženjer/inženjerka kemijskog inženjerstva (magistar/magistra inženjer/inženjerka kemijskog inženjerstva)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Open access
• Created on: 2019-11-18 10:24:20