Novi amino-heterostilbeni s potencijalnom inhibicijskom i protuupalnom aktivnosti. Sinteza i fotokemija

undergraduate thesis

• Title (english): New amino heterostilbenes with potential inhibitory and anti-inflammatory activity. Synthesis and photochemistry
• Author: Rafael Goričanec
• Mentor: Irena Škorić (mentor)
• Committee member: Irena Škorić (predsjednik povjerenstva)
• Committee member: Dragana Vuk (član povjerenstva)
• Committee member: Domagoj Vrsaljko (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2022-09-01, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

U ovom završnom radu provedena je sinteza i spektroskopska karakterizacija novih supstituiranih derivata amino-heterostilbena kao potencijalno biološki aktivnih molekula. Sinteza novih amino-heterostilbena provedena je u nekoliko koraka. Wittigovom reakcijom dobiveni su cis- i trans-heterostilbeni iz tiofen-2-karbaldehida i 1-brom-2-(4-klorbenzil)fosfonijeve soli, koji su u sljedećem koraku reakcijom Buchwald-Hartwigovog aminiranja prevedeni u spojeve 2-6. Novonastali spojevi pročišćeni su uzastopnom kolonskom i tankoslojnom kromatografijom pomoću preparativnih ploča obloženih silikagelom. Dobiveni produkti uspješno su izolirani i okarakterizirani spektroskopskim metodama. Prilikom izrade ovog završnog rada ukupno je dobiveno deset amino-heterostilbena, te pet elektrociklizacijskih produkata.

Abstract (english)

In this final work, the synthesis and spectroscopic characterization of new substituted derivatives of amino-heterostilbene were performed as potential biologically active molecules. The Wittig reaction gave cis- and trans-heterostilbenes from thiophene-2-carbaldehyde and 1-bromo-2-(4-chlorobenzyl)phosphonium salt, which were converted into compounds 2-6 by the Buchwald-Hartwig amination reaction in the second step. The newly formed compounds were purified by repeated column and thin-layer chromatography using preparative plates coated with silica gel. The obtained products were successfully isolated and characterized by spectroscopic methods. During the preparation of this work, a total of ten amino-heterostilbenes and five electrocyclization products were obtained.

• Keywords: amini; Buchwald-Hartwigova reakcija; fotokemijska elektrociklizacija; heterostilbeni; sinteza; spektroskopija
• Keywords (english): amines; Buchwald-Hartwig reaction; photochemical electrocyclic reaction; heterostilbenes; synthesis; spectroscopy
• Language: croatian
• URN:NBN: urn:nbn:hr:149:516954
• Study programme: Title: Materials Science and 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: 2023-02-23 11:29:55