Fotokemijske i termičke transformacije diklor-supstituiranog butadienskog derivata

undergraduate thesis

• Title (english): Photocatalytic oxygenation of dichloro-substitued bicyclic derivate
• Author: Iva Horvat
• Mentor: Dragana Vuk (mentor)
• Committee member: Dragana Vuk (predsjednik povjerenstva)
• Committee member: Dragana Mutavdžić Pavlović (član povjerenstva)
• Committee member: Irena Škorić (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2016-09-01, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry; Organic Chemistry

Abstract

U cilju proučavanja utjecaja klora kao supstituenta na termičko i fotokemijsko ponašanje konjugiranih butadienskih sustava, Wittigovom reakcijom sintetiziran je novi diklor derivat butadiena 1. Novosintetizirani spoj podvrgnut je termičkim i fotokemijskim reakcijama u smislu priprave novih neistraženih produkata. Očekivano je dobivanje novih složenih policikličkih struktura ovisno o elektronskom i steričkom utjecaju dva klorova atoma kao supstituenta u molekuli vezanih u p-položaju. Termičkom reakcijom početnog spoja 1 nastaje ciklobutanski produkt 2. U fotokemijskoj reakciji spoj 1 podliježe intramolekularnoj [2+2] cikloadiciji dajući benzobicikličke strukture koje zbog svoje stabilnosti dalje teško reagiraju. Polazni spoj 1 kao i njegov produkt 2 okarakterizirani su modernim spektroskopskim metodama (jednodimenzionalni 1H NMR, 13C NMR, UV).

Abstract (english)

In order to study the influence of chlorine as a substituent on the thermal and photochemical behavior of conjugated butadiene systems, new dichloro derivative of butadiene 1 was synthesized by Wittig reaction. The new synthesized derivative 1 was exposed to thermal and photochemical reactions to prepare new unexplored thermal products. Getting the new complex polycyclic structures which depends on the electronic and steric effects of two chlorine atoms as substituent bounded on p-locations in the molecule was expected. Thermal reaction of the starting compound 1 leads to new product 2 in moderate-to-good yields. The starting compound 1 by photochemical reaction undergo intramolecular [2+2] cycloaddition giving benzobicyclic structures. These structures, because of its stability, cannot undergo further oxygenation reactions. The starting compound 1 as well as their product 2 were characterized by modern spectroscopic methods (one-dimensional 1H NMR, 13C NMR, IR and HRMS).

• Keywords: butadieni; fotokemija; klor; spektroskopija; termička reakcija
• Keywords (english): butadienes; photochemistry; chlorine; spectroscopy; thermal reaction
• Language: croatian
• URN:NBN: urn:nbn:hr:149:559272
• Study programme: Title: Applied Chemistry - Undergraduate 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: undergraduate; Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Open access
• Created on: 2018-01-30 09:06:50