Master Degree / Yüksek Lisans Tezleri
Permanent URI for this collectionhttps://hdl.handle.net/11147/3008
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Master Thesis Iridium Catalyzed Boration of Dihydroisoquinoline Derivatives(Izmir Institute of Technology, 2022) Artok, Levent; Artok, Levent; 04.01. Department of Chemistry; 04. Faculty of Science; 01. Izmir Institute of TechnologyTransition metal catalyzed borylation reactions have an important place in organometallic chemistry. In recent years, these reactions have been extensively investigated and have become a versatile tool in the synthesis of new organic materials. C-H bonds can be easily transformed into C-B bonds by borylation reactions. In particular, iridium-catalyzed borylation includes significant advances such as mild reaction conditions, additive-free, high efficiency and being in a single step. In this thesis, the borylation of dihydroisoquinolines with a wide range of biological properties was performed for the first time. Investigating the extent of the reaction has led to the development of optimization studies. Besides, the effects of steric and electronic factors on selectivity are also shown. In this new methodology, C3-borylated products with high regioselectivity and yield were formed with the directing effect of the acyl group. The use of AsPh3 as a ligand is critical to the product selectivity of the method. When the reagent scope was investigated, it was determined that the functional group tolerance of the reactions was quite high. Finally, borylated dihydroisoquinolines have been converted into various intermediates by application studies.Master Thesis Coupling Reactions of Enyne Oxiranes With Grignard Reagents(Izmir Institute of Technology, 2016) Aytaç, İsmet Arınç; Artok, Levent; Artok, Levent; 04.01. Department of Chemistry; 04. Faculty of Science; 01. Izmir Institute of TechnologyLaboratory-synthesized (Z)-2,4-Enyne oxiranes were subjected iron-catalyzed reactions with Grignard reagents. The reactions afforded majorly E-configured vinylallenes with a hydroxyl group on the allylic carbon as the 1,5-(SN2'')-substitution products. However, in some case, along with the desired vinyllallenes products, 1,1- (SN2) and 1,3-substitution (SN2’) by-products were also recovered. Diastereo-selectivity of the method is strictly reliant on the syn/anti mode of the alkylation process. This study provides a new methodology for the synthesis of vinylallenes which are potential building blocks of biological active molecules.Master Thesis Synthesis of Allyl Alcohols by Paladium-Catalyzed 1,3-Substitution Reactions of Alkenyl Epoxides With Organoborons(Izmir Institute of Technology, 2016) Kıbrıs, Erman; Kıbrıs, Erman; Artok, Levent; Artok, Levent; 04.01. Department of Chemistry; 04. Faculty of Science; 01. Izmir Institute of Technology1,3-Substitution reactions of allylic compounds having a good leaving group is a prominent method in Organic Chemistry for the synthesis of new allylic reagents with an exchanged functional group. These reactions usually require the use of metal catalysts and one of the most challenging aspects for these applications is the regio- and stereo-selectivity of the process for a wide range of substrate types. Other compounds such as vinyl epoxides are also acceptable for substitution reactions. An important advantage of using these reagents is that opening of the oxirane ring during the substitution process lead to the generation of a hydroxyl group and as a result affords allyl alcohols which are important intermediaries in organic syntheses. An example of regio-selective metal-catalyzed reactions of vinyl epoxides having a terminal alkenyl group with environmentally benign organoborons was reported in the literature. However, no such success could be achieved with vinyl epoxides with an internal alkenyl group. Therefore, within the context of this method internal vinyl epoxides were successfully subjected to 1,3-substitution reactions with organoborons which yielded arylated allyl alcohols in both a regio- and stereo-selective manner. The method is applicable under quite mild conditions where a palladium-AsPh3 combination is used to activate the process.