Sinteza, izolacija izomera i spektroskopska karakterizacija 3- i 4-[4-(2-vinilfenil)buta-1,3-dienil]piridina

undergraduate thesis

• Title (english): Synthesis, isolation of isomers and spectroscopic characterization of 3-and 4-[4-(2-vinylphenyl)buta-1,3-dienyl]pyridine
• Author: Monika Kraljević
• Mentor: Irena Škorić (mentor)
• Committee member: Irena Škorić (predsjednik povjerenstva)
• Committee member: Ivana Šagud (član povjerenstva)
• Committee member: Nevenka Vrbos (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2015-07-17, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry; Organic Chemistry

Abstract

U cilju nastavka proučavanja utjecaja heterocikličke jezgre na fotokemijsko ponašanje konjugiranih butadienskih sustava razvijena je sinteza novih butadienskih derivata s piridinskom jezgrom. Wittigovom reakcijom sintetizirani su novi derivati, 3-[4-(2-vinilfenil)buta-1,3-dienil]piridin (1) i 4-[4-(2-vinilfenil)buta-1,3-dienil]piridin (2) kao smjese cis,trans- i trans,trans-izomera. Za njihovu sintezu trebalo je pripraviti 3-(piridin-3/4-il)akrilaldehide (3, 4) koji su sintetizirani Wittigovom reakcijom, a dobiveni su samo trans-izomeri akrilaldehida s obzirom na stabilnost upotrijebljenog ilida. Spojevi 1-4 okarakterizirani su modernim spektroskopskim metodama (jednodimenzionalni i dvodimenzionalni NMR, UV, IR spektroskopija).

Abstract (english)

As a continuation of the study of heterocyclic core on the photochemical behavior on the conjugated butadiene we developed a synthesis for new butadiene derivatives with pyridine.
We utilized Wittig reaction to synthesize new derivatives 3-[4-(2-vinylphenyl)buta-1,3-dienyl]pyridine (1) and 4-[4-(2-vinylphenyl)buta-1,3-dienyl]pyridine (2) as a mixture of cis,trans- and trans,trans-isomers. For the synthesis of the necessary acrylaldehydes (3, 4) we used the Wittig reaction as well, but because of the stability of the ylide this Wittig reaction gave only trans-acrylaldehydes. Compounds 1-4 were isolated and characterized by modern spectroscopic methods (one- and two-dimensional NMR, UV and IR spectroscopy).

• Keywords: piridin; Wittigova reakcija; butadieni; spektroskopija
• Keywords (english): pyridine; Wittigov reaction; butadiene; spectroscopy
• Language: croatian
• URN:NBN: urn:nbn:hr:149:021156
• 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
• Repository: Repository of Faculty of Chemical Engineering and Technology University of Zagreb
• Created on: 2016-09-20 11:34:38