diplomsko delo
Kaja Prosenak (Author), Uroš Grošelj (Mentor)

Abstract

V moji diplomski nalogi sem želela predstaviti različne vrste aktivacij pri asimetrični nekovalentni organokatalizi. Delijo se na katalizo z Brønstedovimi kislinami, katalizo z vodikovimi vezmi in katalizo s tvorbo ionskih parov. Moj namen je bil podrobneje predstaviti BINOL derivate fosfornih kislin, ti so v katalizi z Brønstedovimi kislinami najpogosteje uporabljeni. Katalizatorji lahko elektrofil (oziroma nukleofil) aktivirajo na več načinov, lahko pride do mono, dvojne ali bifunkcionalne aktivacije, te sem podrobneje preučila. Predstaviti sem želela tudi najpogosteje uporabljene katalizatorje, katerih mehanizem delovanja temelji na tvorbi vodikovih vezi. To so Takemoto-tip katalizatorjev, njihovi analogi z dodatno funkcionalno skupino (ki omogoča tvorbo dodatne vodikove vezi) in skvaramidi. Ker imajo kvarterni amonijevi kationi zmožnost tvorbe ionskih parov z nabitimi intermediati ali substrati, so v organokatalizi pogosto uporabljeni, zato sem želela prikazati njihov mehanizem delovanja.

Keywords

organokataliza;Brønstedove kisline;ionski pari;vodikove vezi;Takemoto-tip katalizatorja;diplomska dela;

Data

Language: Slovenian
Year of publishing:
Typology: 2.11 - Undergraduate Thesis
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher: [K. Prosenak]
UDC: 66.097.3-039.7(043.2)
COBISS: 29460227 Link will open in a new window
Views: 509
Downloads: 120
Average score: 0 (0 votes)
Metadata: JSON JSON-RDF JSON-LD TURTLE N-TRIPLES XML RDFA MICRODATA DC-XML DC-RDF RDF

Other data

Secondary language: English
Secondary title: Noncovalent organocatalysis
Secondary abstract: In this diploma I present different types of substrate activation commonly applied in the field of asymmetric noncovalent organocatalysis. These methods are categorized into Brønsted acid catalyzed reactions, hydrogen-bond catalysis and ion-pairing reactions. My aim was to thoroughly research various BINOL-phosphate derived Brønsted acids as they are most commonly used in Brønsted acid catalyzed reactions. Catalysts can be used to activate either the electrophile or the nucleophile in several different ways, often referred to as mono-, dual- or bifunctional activation. All of these methods were theoretically studied. Some common catalysts rely on hydrogen bond formation to direct the reaction along the desired pathway. They are referred to as Takemoto-type catalysts, some of which include an additional functional group that enables the formation of an additional hydrogen bond, thus potentially increasing stereoselectivity. Squaramides can also be applied in this manner. Because quarternary ammonium cations have the ability to form ion-pairs with charged intermediates or substrates, they are often used in organocatalysis. I presented different reaction mechanisms and studied what enables them to achieve the desired effect.
Secondary keywords: noncovalent organocatalysis;Brønsted acids;ion-pairs;hydrogen bonds;Takemoto-type catalyst;
Type (COBISS): Bachelor thesis/paper
Study programme: 1000373
Embargo end date (OpenAIRE): 1970-01-01
Thesis comment: Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo, UNI Kemija
Pages: 35 f.
ID: 12031207