Çeşitli heterohalkasal yapılar taşıyan yeni aza(tiyo) taç eterlerin sentezi ve karakterizasyonu
2018
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Advisor: Prof. Dr. Yaşar Dürüst
Abstract (EN)
The coverage of this study is basically related to the synthesis various crown ethers containing nitrogen and sulfur atoms. Because many of these compounds are highly effective extractants for metal ions. Due to this feature, they found application in different areas. On the other hand, five membered heterocyclic compounds are one of the important part of 1,3-dipolar cycloaddition chemistry due to their importance in pharmaceutical chemistry, organic and bioorganic medicinal chemistry. In this regards, the biological effects and industrial uses of these macrocyclic compounds have encouraged us to synthesize macrocyclic compounds with 1,2,4-oxadiazoles and 1,2,3-triazoles which are not previously reported. The outcomes of this study were discussed in four parts; In the first part of this work, we have focused on the synthesis of the benzotriazacrown ether and then it was reacted with the 3-p-phenylsubstituted- 5-chloromethyl-1,2,4-oxadiazoles. Moreover, dibenzodiazacrown carrying 1,2,4-oxadiazole moieties were obtained. In the second part, novel benzodiazacrown ethers carrying chloro/azido methyl 1,2,4-oxadiazoles were synthesized with different stages. In addition, commercially obtained benzo-15-crown-5 was formylated according to the published literature procedure. Then, starting from this formylated crown, chloro/azido-methyl 1,2,4-oxadiazoles bearing benzocrown ethers were obtained in six different sections. In the third section, 1,3-dipolar cycloadditions of the azamacrocycles carrying acetylenic side chain with 5-azidomethyl-1,2,4-oxadiazoles were accomplished in two protocols. First part contains the synthesis of the novel azamacrocycles carrying acetylenic side chain and then these dipolarophilic novel molecules have undergone cycloaddition with the different p-phenyl substituted 5-azidomethyl 1,2,4-oxadiazoles. Finally, in addition to all parts in this thesis, a novel azathiacrown and dibenzocrown ethers carrying aldoxime and nitrile groups were obtained.
Author
Dr. Besra Özer
Institution
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Besra Özer (Doctorate thesis). Çeşitli heterohalkasal yapılar taşıyan yeni aza(tiyo) taç eterlerin sentezi ve karakterizasyonu, 2018, Akdeniz University.
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