Pretvorbe karbonilnih spojin pri klasičnih pogojih

Podkoritnik, Andrej (author), Jereb, Marjan (mentor)

V diplomskem delu sem podrobno testiral nekatere klasične sintezne smeri za pretvorbo karbonilnih spojin ter z njimi pripravil 37 produktov z visoko dodano vrednostjo. S klasično in moderno sintezo Friedel–Craftsovega aciliranja sem pripravil arilne ketone z dobrimi do odličnimi izkoristki. Pri tem sem analiziral vpliv aktiviranosti aromatskega obroča substrata na aciliranje aromatov. S katalitično reakcijo in brez uporabe topila sem iz kislinskih kloridov ter metanola sintetiziral metilne estre. Ti so služili kot prekurzorji za Kulinkovichevo reakcijo sinteze ciklopropanolov. Reakcije sem najprej vodil v manjšem merilu in le uspešne izvedel na večji skali. Prav vpliv merila je odigral občutno vlogo na potek reakcij.

• Language: Slovenian
• Keywords: karbonilne spojine, Friedel–Craftsovo aciliranje, Kulinkovicheva reakcija, katalitične pretvorbe
• Work type: Bachelor thesis/paper
• Typology: 2.11 - Undergraduate Thesis
• Organization: FKKT - Faculty of Chemistry and Chemical Technology
• Year: 2020
• PID: 20.500.12556/RUL-120784
• COBISS.SI-ID: 35151107
• Publication date in RUL: 25.09.2020

PODKORITNIK, Andrej, 2020, Pretvorbe karbonilnih spojin pri klasičnih pogojih [online]. Bachelor’s thesis. [Accessed 16 April 2025]. Retrieved from: https://repozitorij.uni-lj.si/IzpisGradiva.php?lang=eng&id=120784

Secondary language

• Language: English
• Title: Transformation of carbonyl compounds under classic conditions

Abstract

In the thesis I tested in detail the reactivity of some classical synthesis reactions for the conversion of carbonyl compounds and used them to prepare 37 products with high added value. With the classical and modern synthesis of Friedel–Crafts acylation, I prepared aryl ketones with good to excellent yields. I analyzed the influence of the aromatic ring activation of the substrate on the acylation of the aromatic compounds. With a catalytic reaction and without the use of a solvent, I synthesized methyl esters from acid chlorides and methanol. Methyl esters served as precursors for the Kulinkovich synthesis reaction of cyclopropanols. I first conducted the reactions on a smaller scale and only carried out the successful ones on a larger scale. Scale played a significant role on the reactivity of the reactions.

• Keywords: Friedel–Crafts acylation, carbonyl compounds, Kulinkovich reaction, catalytic transformations