Funkcionalizacija bicikličkog skeleta primjenom fotokatalitičke oksigenacije u lužnatom mediju

undergraduate thesis

• Title (english): Functionalization of bicyclic skeleton by photocatalytic oxygenation in alkaline medium
• Author: Matej Lukač
• 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: 2016-09-19, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry; Organic Chemistry

Abstract

U svrhu analize novih funkcionaliziranih derivata koji sadrže [3.2.1]oktadiensku strukturu, priređeni su butadienski i tiofenski derivati o-divinilbenzena 1 i 2. Navedeni spojevi dobiveni su Wittigovom reakcijom u obliku smjese geometrijskih izomera te su u nastavku podvrgnuti fotokemijskim reakcijama, čime su priređeni benzobiciklo[3.2.1]oktadienski derivati 5 i 6. U nastavku istraživanja spojevi su korišteni za sintezu novih funkcionaliziranih derivata benzobiciklo[3.2.1]oktadiena pomoću fotokatalitičkih oksigenacija u lužnatom mediju uz anionski/kationski Mn(III) porfirin te u aerobnim uvjetima. Fotokatalitičkim oksigenacijama pri pH 10 dobiveni su i identificirani spojevi 8 i 9 koji nisu dobiveni reakcijama u neutralnome mediju.

Abstract (english)

In order to prepare novel functionalized derivatives containing [3.2.1]-bicyclic structure, thienyl and butadiene substituted o-divinylbenzenes 1 and 2 were prepared. Compounds 1 and 2 were prepared by Wittig reaction as mixtures of geometric isomers. Photochemical reactions gave benzobicyclo[3.2.1]octadiene derivatives 5 and 6. In further research compounds were utilized for the synthesis of novel functionalized benzobicyclo[3.2.1]octadiene derivatives by photocatalytic oxygenation using an anionic or cationic Mn(III) porphyrin and oxygen- or air-saturated system. Compounds 8 and 9 were obtained and identified from these photocatalytic oxygenations, which are not found in the reaction in neutral medium.

• Keywords: benzobiciklo[3.2.1]oktadieni; fotokatalitička oksigenacija; Mn(III) porfirini
• Keywords (english): benzobicyclo[3.2.1]octadienes; photocatalytic oxygenation; Mn(III) porphyrins
• Language: croatian
• URN:NBN: urn:nbn:hr:149:995483
• 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: 2018-02-07 13:30:53