Fotokemijske transformacije 2-[2-(2-etenilfenil)etenil]-5-metiltiofena

undergraduate thesis

• Title (english): Photochemical transformation of 2-[2-(2-ethenylphenyl)ethenyl]-5-methylthiophene
• Author: Ana Lužaić
• Mentor: Dragana Vuk (mentor)
• Committee member: Dragana Vuk (predsjednik povjerenstva)
• Committee member: Ivana Šagud (član povjerenstva)
• Committee member: Marijana Kraljić Roković (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2018-07-12, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry; Organic Chemistry

Abstract

Cilj ovog rada je sintetizirati tiofenski derivat o-divinilbenzena kao prekursor za daljnju sintezu potencijalno aktivnih bioloških spojeva. β-supstituirani 5-tiofenski derivat o-divinilbenzena 1 sintetiziran je Wittigovom reakcijom u dva stupnja. Spoj 1 dobiven je u obliku smjese cis- i trans- izomera. Dobiveni spoj 1 okarakteriziran je 1H NMR spektroskopijom, UV spektroskopijom i masenom spektrometrijom nakon čega su napravljena preliminarna fotokemijska ispitivanja. Novosintetizirani derivat 1 podvrgnut je fotokemijskim reakcijama u smislu priprave novih policikličkih struktura fotokemijskom metodologijom. Očekivano je dobivanje novih složenih policikličkih struktura ovisno o elektronskom i steričkom utjecaju metilne skupine kao supstituenta u molekuli 1.

Abstract (english)

The aim of this work is to synthesize novel thiophene derivative of o-divinylbenzene as precursor for further synthesis of potencial biologicaly active agents. β-substituted thiophene derivative of o-divinylbenzene 1 was synthesized by two-step Wittig reaction. Compound 1 was obtained as cis- and trans- isomer. Compound 1 was isolated and characterized by 1H NMR spectroscopy, UV spectroscopy and mass spectrometry. Preliminary photochemical screening were also conducted on puriffied isomers and their photochemical reactivity were compared. New synthesized derivative 1 undergo photochemical reactions in terms of obtaining new polycyclic structures by photochemical methodology. Getting the new complex polycyclic structures which depends on the electronic and steric effects of methyl group was expected.

• Keywords: tiofen; o-divinilbenzen; Wittigova reakcija; spektroskopska karakterizacija; fotokemijska reakcija
• Keywords (english): thiophene; o-divinylbenzene; Wittig reaction; spectroscopic characterization; photochemical reaction
• Language: croatian
• URN:NBN: urn:nbn:hr:149:990113
• 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: 2021-06-23 11:48:03