Zelena sinteza konjugata kinolina i ferocena primjenom mehanokemije

master's thesis

• Title (english): Green synthesis of quinoline and ferrocene conjugates using mechanochemistry
• Author: Ivona Čipor
• Mentor: Silvana Raić-Malić (mentor)
• Committee member: Silvana Raić-Malić (predsjednik povjerenstva)
• Committee member: Silvija Maračić (član povjerenstva)
• Committee member: Šime Ukić (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2020-07-16, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

U ovom radu opisana je sinteza novih konjugata 1,1'-disupstituiranih ferocena i kinolina povezanih 1,2,3-triazolilnom poveznicom (4a–d, 5a–d, 6a, 6b, 7a i 7b). 6-supstituirani derivati kinolona 1a–1d priređeni su Conrad-Limpachovom sintezom te su nadalje prevedeni u O- i N-propargilirane derivate kinolina, odnosno kinolona 2a–2d. Ciljani konjugati 1,1'-disupstituiranih ferocena i kinolina, odnosno kinolona 4a–d, 5a–d, 6a, 6b, 7a i 7b priređeni su bakrom(I) kataliziranom azid-alkin cikloadicijom propargiliranih derivata 2a–2d, 3a i 3b i bis-azidnih derivata ferocena u mehanokemijiskim uvjetima. Strukture novosintetiziranih spojeva potvrđene su 1H NMR i 13C NMR spektroskopijom, a naknadno će se provesti i antiproliferativna ispitivanja novosintetiziranih spojeva.

Abstract (english)

In this work the syntesis of novel 1,1’-disubstituted ferrocene quinoline derivatives bridged via 1,2,3-triazole linker (4a–d, 5a–d, 6a, 6b, 7a and 7b) is described. 6-Substituted quinolone derivatives 1a–1d were prepared by the Conrad-Limpach method and further transformed to O- and N-propargylated derivatives 2a–2d. The target 1,1'-disubstituted ferrocene and quinoline or quinolone conjugates 4a–d, 5a–d, 6a, 6b, 7a and 7b were prepared by copper(I) catalysed azide-alkyne cycloaddition of propargylated derivatives 2a–2d, 3a and 3b with corresponding bis-azidoferrocene derivatives. The structures of all compounds were determined by 1H NMR and 13C NMR spectroscopy. Antiproliferative evaluations of these compounds will be performed.

• Keywords: kinolin; ferocen; 1 2 3-triazol; mehanokemija; zelena kemija
• Keywords (english): quinoline; ferrocene; 1 2 3-triazole; mechanochemistry; green chemistry
• Language: croatian
• URN:NBN: urn:nbn:hr:149:141486
• Project: Number: IP-2018-01-4682; Title: Novi spojevi temeljeni na bioizosterima purina za ispitivanje njihovih antitumorskih i antipatogenih djelovanja; Acronym: PurBioCaPa; Leader: Silvana Raić-Malić; Jurisdiction: Croatia; Funder: HRZZ; Funding stream: IP
• Study programme: Title: Applied Chemistry - Graduate 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: graduate; Academic / professional title: magistar/magistra primijenjene kemije (magistar/magistra primijenjene kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Embargoed access; Embargo expiration date: 2025-01-01
• Created on: 2022-03-01 17:59:18