Sinteza i karakterizacija simetričnih i asimetričnih aromatskih azoksi spojeva

master's thesis

• Title (english): Synthesis and characterization of symmetrical and asymmetrical aromatic azoxy compounds
• Author: Snježana Županić
• Mentor: Ivana Biljan (mentor)
• Committee member: Ivana Biljan (predsjednik povjerenstva)
• Committee member: Iva Juranović Cindrić (član povjerenstva)
• Committee member: Biserka Prugovečki (član povjerenstva)
• Committee member: Ivan Kodrin (član povjerenstva)
• Granter: University of Zagreb; Faculty of Science; (Department of Chemistry); Zagreb
• Defense date and country: 2020-02-26, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

U okviru ovog rada provedena je sinteza i karakterizacija novih simetričnih i asimetričnih aromatskih azoksi spojeva. Za sintezu simetričnih aromatskih azoksi spojeva korištene su metode organokatalitičke oksidacije aromatskih diamino spojeva u otopini te mehanokemijska oksidacija aromatskih diamino spojeva. Također, istražena je i reduktivna dimerizacija odgovarajućeg aromatskog dinitrozo derivata kao metoda sinteze simetričnih aromatskih azoksi spojeva. Sinteza asimetričnih aromatskih azoksi spojeva ispitana je reakcijama oksidativnog sprezanja aromatskih diamino spojeva i aromatskog dinitrozo spoja u otopini.
Produkti reakcija okarakterizirani su difrakcijom rendgenskog zračenja na polikristalnom uzorku i IR spektroskopijom u čvrstom stanju te spektroskopijom NMR u otopini. Usporedba difraktograma polikristalnih uzoraka, IR spektara te spektara NMR polaznih i izoliranih spojeva ukazuje na nastanak novih aromatskih azoksi i azo produkata. Organokatalitička oksidacija aromatskih diamino spojeva u otopini pokazala se kao najbolja metoda sinteze simetričnih aromatskih azoksi spojeva.

Abstract (english)

In this diploma thesis, the synthesis and characterization of novel symmetrical and unsymmetrical aromatic azoxy compounds was performed. For the synthesis of symmetrical aromatic azoxy compounds, methods of organocatalytic oxidation of aromatic diamino compounds in solution and solvent-free mechanochemical oxidation of aromatic diamino compounds were used. The reductive dimerization of the corresponding aromatic dinitroso derivative was also investigated as a method for synthesis of symmetrical aromatic azoxy compounds. The synthesis of unsymmetrical aromatic azoxy compounds was examined by oxidative coupling reactions of aromatic diamino compounds and aromatic dinitroso compound in solution.
The reaction products were characterized by X-ray powder diffraction and IR spectroscopy in solid state and by NMR spectroscopy in solution. Comparision of X-ray powder diffractograms, IR spectra and NMR spectra of starting compounds and obtained products indicated formation of novel aromatic azoxy and azo compounds. Organocatalytic oxidation of aromatic diamino compounds in solution has proven to be the best method for synthesis of symmetrical aromatic azoxy compounds.

• Keywords: aromatski azoksi spojevi; aromatski C-nitrozo spojevi; mehanokemijska sinteza; oksidacija
• Keywords (english): aromatic azoxy compounds; aromatic C-nitroso compounds; mechanochemical synthesis; oxidation
• Language: croatian
• URN:NBN: urn:nbn:hr:217:229709
• Study programme: Title: Graduate university studies in chemistry; specializations in: Research programme; Course: Research programme; Study programme type: university; Study level: graduate; Academic / professional title: magistar/magistra kemije (magistar/magistra kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Open access; Embargo expiration date: 2022-02-26
• Created on: 2020-06-15 10:22:54