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Asimetrična organokataliza in sinteza prekurzorja učinkovitih organokatalizatorjev na podlagi ogrodja kafre
ID Antolinc, Kris (Author), ID Svete, Jurij (Mentor) More about this mentor... This link opens in a new window

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Abstract
Organokataliza postaja dandanes na področju asimetrične sinteze vse pomembnejša, saj lahko s preprostimi, manjšimi organskimi molekulami zagotovimo kiralno okolje in tako vplivamo na stereokemijski izid reakcije, v primerjavi z reakcijami, ki za to isto stvar uporabljajo poleg organskih molekul še kovinske atome, reagenti pa so posledično v tem slednjem primeru lahko dražji, kompleksnejši za rokovanje, ali pa so tudi škodljivi za zdravje ter okolje. V tej diplomski nalogi se bom v uvodu posvetil predvsem večjim skupinam organokatalizatorjev, ki jih je znanstvena stroka najbolje raziskala in ki imajo glede na število različnih reakcij najširšo možno uporabo oz. večje število aplikacij. Nekatere izmed teh lahko dokaj z lahkoto pridobimo iz same narave, v kateri se skriva največji t. i. 'chiral pool', na primer L-prolin, različni cinkona alkaloidi in njihove kvarterne soli, organokatalizatorji, ki imajo v sebi tiosečninski (tiourea) del ter zame najpomembnejša skupina, katalizatorji, izhajajoči iz osnovne strukture kafre. Kafri bom, poleg mojemu eksperimentalnemu delu, v tej nalogi posvetil tudi največ pozornosti, saj je moje laboratorijsko delo slonelo na sintezi končne molekule iz 10-kafrasulfonske kisline (CSA).

Language:Slovenian
Keywords:organokataliza, L-prolin, cinkona alkaloidi, tiosečnina, kafra, CSA
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-118125 This link opens in a new window
COBISS.SI-ID:27502851 This link opens in a new window
Publication date in RUL:21.08.2020
Views:1232
Downloads:359
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Secondary language

Language:English
Title:Asymmetric organocatalysis and synthesis of a precursor of highly efficient organocatalysts based on camphor scaffold
Abstract:
Organocatalysis is nowadays becoming more and more important subject of asymmetric synthesis, because one can now use small, simple organic molecules to establish chiral environment and, hence, effect the stereochemical outcome of a certain reaction as opposed to the use of variety of metal atoms and chiral ligands, which can be quite expensive and have a detrimental effect on environment or our health. In this thesis, I will present some of the most useful organocatalysts, i.e. catalysts, derived from natural cinchona alkaloids and their quaternary salts, L-proline catalysis, thiourea catalysts, and for this work the most important group, catalysts, which are derived from camphor scaffold. I will therefore put more emphasis on the latter group because of the experimental work that I have done in the laboratory, which included a four-step synthesis of a precursor to highly efficient organocatalysts. My starting material was commercially available 10-camphorsulfonic acid (CSA).

Keywords:organocatalysis, cinchona alkaloids, L-proline, thio-urea, camphor, CSA

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