Fotokemijske i termičke transformacije β,β'-disupstituiranog 2-benzofuril-derivata o-divinilbenzena u kiselom mediju

master's thesis

• Title (english): Photochemical and thermal transformation of β,β'-disubstituted 2-benzofuryl-derivative of o-divinylbenzene in acidic medium
• Author: Monika Marković
• Mentor: Dragana Vuk (mentor)
• Committee member: Dragana Vuk (predsjednik povjerenstva)
• Committee member: Irena Škorić (član povjerenstva)
• Committee member: Mirela Leskovac (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2017-09-28, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry; Organic Chemistry

Abstract

U cilju proučavanja fotokemijskog ponašanja derivata o-divinilbenzena, Wittigovom reakcijom sintetiziran je 2-benzofurilni-derivat o-divinilbenzena 1. Novosintetizirani derivat 1 podvrgnut je fotokemijskim reakcijama u kiselom mediju kako bi se ispitao utjecaj pH na reakcijski mehanizam. Reakcije osvjetljavanja početnog spoja 1 provedene su pri 350 nm te je dobiveno 5 produkata. Benzobiciklo[3.2.1]oktadienski fotoprodukt 3 i dimerni derivat 6 dobiveni su i u prethodnim istraživanjima u neutralnom mediju, dok su ciklizacijski produkt 2 i stereoizomerni spojevi 4 i 5, koji su nastali kao posljedica otvaranja furanske jezgre, potpuno novi spojevi. Dobiveni spojevi su izolirani te spektroskopski okarakterizirani.

Abstract (english)

In order to study photochemical behaviour of o-divinylbenzene derivatives, 2-benzofuryl-derivative o-divinylbenzene 1 was synthesized by Wittig reaction. New synthesized derivative 1 was subjected to photochemical reactions in acidic media in order to examine influence of pH to reaction mechanism. Reactions of irradiation of initial compound 1 were carried out on 350 nm and it was obtained 5 products. Benzobicyclo[3.2.1]octadiene photoproduct 3 and dimer derivative 6 were obtained also in previous researches in neutral media. On the other side, cyclization product 2 and stereoisomers 4 and 5, which were formed as result of furan ring opening, are new compounds. Obtained compounds were isolated and spectroscopic characterized.

• Keywords: fotokemija; o-divinilbenzen; furan; spektroskopija; cikloadicija
• Keywords (english): photochemistry; o-divinylbenzenes; furan; spectroscopy; cycloaddition
• Language: croatian
• URN:NBN: urn:nbn:hr:149:874712
• Study programme: Title: Chemical 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: 2020-04-29 10:44:49