| Title: | Light-induced palladium-catalyzed Buchwald Hartwig amination : master's thesis |
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| Authors: | ID Oštir, Andraž (Author)
ID Krajnc, Peter (Mentor) More about this mentor... 
ID Goossen, Lucas J. (Comentor) |
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| Files: |  MAG_Ostir_Andraz_2023.pdf (3,76 MB)
MD5: 3679CB4E5F16168D28EB8C59F8872843
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| Language: | English |
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| Work type: | Master's thesis/paper |
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| Typology: | 2.09 - Master's Thesis |
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| Organization: | FKKT - Faculty of Chemistry and Chemical Engineering
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| Abstract: | The goal of this master’s thesis was to investigate the use of light to enable the acceleration of the Buchwald-Hartwig amination of deactivated aryl chlorides with an ammonium source using a newly developed and optimized state-of-the-art catalyst system. A photoreactor was designed, modelled, and constructed to allow for a reproducible reaction setup under controlled conditions. The optimal light source and reaction conditions were investigated using a model reaction. Conversion of the starting material, product yield and potential byproducts were quantified by gas chromatography (GC) analysis and confirmed by mass spectroscopy (GC/MS). The use of light (3 W 447 nm) enabled the accelerated conversion of aryl chlorides towards the amination products even at room temperature in 2 hours, which is a remarkable improvement upon the previously reported state-of-the-art. Under optimized conditions, the highest yield (88 %) was achieved using a catalyst complex formed from β-methyl naphthyl (β-MeNAP) palladium bromide and the sterically demanding ligand AdBrettPhos. The structure of the complex crystal was elucidated using X-ray crystallography after the crystallization of the catalyst species. |
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| Keywords: | Buchwald-Hartwig amination, photochemistry, palladium, room temperature, ammonium salt |
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| Place of publishing: | Maribor |
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| Place of performance: | Bochum |
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| Publisher: | [A. Oštir] |
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| Year of publishing: | 2023 |
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| Number of pages: | 1 spletni vir (1 datoteka PDF (XII, 45 f.)) |
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| PID: | 20.500.12556/DKUM-85857 |
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| UDC: | 669.234:544.52(043.2) |
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| COBISS.SI-ID: | 171099395 |
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| Publication date in DKUM: | 03.10.2023 |
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| Views: | 762 |
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| Downloads: | 74 |
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| Metadata: |    |
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| Categories: | KTFMB - FKKT
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