Master Degree / Yüksek Lisans Tezleri
Permanent URI for this collectionhttps://hdl.handle.net/11147/3008
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Master Thesis Borylation of Petroleum Cracking Olefin Products(01. Izmir Institute of Technology, 2022) Artok, Levent; Artok, Levent; 04.01. Department of Chemistry; 04. Faculty of Science; 01. Izmir Institute of TechnologyCracking is a process that long-chain hydrocarbons are broken down into more valuable fragments called naphtha cracking products. The olefins formed as a result of this process have various functions such as forming the smallest building blocks of fine and speciality chemicals. It has been foreseen that borylation processes can be applied as a conversion method of these products into valuable intermediate structures. In this context, this thesis describes first time the transition-metal-catalyzed borylation of a number of petroleum cracking olefin products. Borylation reactions have been extensively investigated in the literature and have become one of the popular methods for synthesizing organoboron reagents, which can also be used in the synthesis of functional materials, pharmaceuticals, and agricultural chemicals. In the context of this thesis, petroleum cracking olefinic products were converted into high-value-added organoboron derivatives by metal-catalysed hydroboration and dehydrogenative borylation methods. For this purpose, the experimental conditions were optimized using propene and isobutene reagents. It has been shown in this study that iridium complexes with N-Heterocarbene (NHC) ligands are highly effective catalysts and therefore anti-Markovnikov hydroboration products can be produced in excellent yields even at very low catalyst loadings. On the other hand, alkenyl boron products could be obtained with high yields, which could be performed in the absence of dehydrogenative borylation reactions, ligand, base, and any other additives. The applicability of these methods in internal and terminal alkenes such as cyclohexene, ethene, decene and styrene has been also demonstrated. Finally, these products were converted into a number of intermediates by Suzuki-Miyaura cross-coupling reactions. Thus, in the conversion of alkenes to valuable intermediates, practical and sustainable applications would be possible by using simple, abundant, and cheap reagents instead of expensive and dangerous chemicals.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.