Fotokatalitička oksigenacija bicikličkog skeleta uz Mn(III)-porfirin kao katalizator

undergraduate thesis

• Title (english): Photocatalytic oxygenation of bicyclic skeleton with Mn(III) porphyrin as a catalyst
• Author: Ana Lekić
• Mentor: Irena Škorić (mentor)
• Committee member: Irena Škorić (predsjednik povjerenstva)
• Committee member: Dragana Vuk (član povjerenstva)
• Committee member: Šime Ukić (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2016-09-20, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry; Organic Chemistry

Abstract

U svrhu sinteze novih policikličkih struktura, priređeni su β-(3-furil)-o-divinilbenzen (1) i 1-(o-vinilfenil)-4-fenilbutadien (8). Dobiveni biciklički produkti 3 i 9 podvrgnuti su reakcijama fotokatalitičke oksigenacije pri pH 10. U oba slučaja pokazalo se da promjena pH i prisustvo heteroatoma imaju veliki utjecaj na tijek same reakcije. U slučaju 3-furilnog derivata 1, kao glavni produkt dobiven je hidroksi-derivat 5, dok spoj 9 ne daje niti jedan oksidacijski produkti u značajnijem prinosu. Spojevi su okarakterizirani modernim spektroskopskim metodama (jednodimenzionalnim i dvodimenzionalnim NMR tehnikama).

Abstract (english)

In aim to prepare new polycyclic structures, β-(3-furyl)-o-divinylbenzene (1) and 1-(o-vinylphenyl)-4-phenylbutadiene (8) were synthesized. The obtained compounds 3 and 9 were subjected to the reaction of photocatalytic oxygenation at pH 10. In both cases it is shown that change of pH and presence of heteroatom have drastic influence on the reactivity of the reaction. In the case of 3-furyl derivative 1 the hydroxy derivative 5 was isolated as the main product, while starting compound 9 does not give any oxygenation products in the significant yield. Compounds are characterized using modern spektroscopic methods (one-dimensional and two-dimensonal NMR techniques).

• Keywords: benzobiciklo[3.2.1]oktadien; furan; fotokatalitička oksigenacija; fotokemijska reakcija; Mn(III)-porfirin
• Keywords (english): bicyclo[3.2.1]octadiene; furan; photochemical oxygenation; photochemical reaction; Mn(III) porphyrin
• Language: croatian
• URN:NBN: urn:nbn:hr:149:786862
• Study programme: Title: Chemical Engineering - Undergraduate study; Study programme type: university; Study level: undergraduate; Academic / professional title: sveučilišni/a prvostupnik/ prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva (sveučilišni/a prvostupnik/ prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Open access
• Created on: 2018-02-08 12:31:37