Brønsted acid-catalyzed inverse electron-demand diels-alder reactions of 1,2-diazines

buir.advisorTürkmen, Yunus Emre
dc.contributor.authorKorkmaz, Hatice Seher
dc.date.accessioned2023-09-19T11:07:17Z
dc.date.available2023-09-19T11:07:17Z
dc.date.copyright2023-09
dc.date.issued2023-09
dc.date.submitted2023-09-18
dc.descriptionCataloged from PDF version of article.en_US
dc.descriptionIncludes bibliographical references. (leaves 97-100).en_US
dc.description.abstractThe discovery of Diels-Alder reaction by Otto Diels and Kurt Alder in 1928 marked an important development in synthetic organic chemistry. This [4+2] cycloaddition reaction has been used in a variety of ways over the years, from natural product synthesis to medicinal chemistry. The process produces derivatives of cyclohexane by the coordinated addition of a conjugated diene and a dienophile. As a subclass of Diels-Alder reactions, inverse electron-demand Diels-Alder (IEDDA) reactions are covered in this thesis, along with their intricate mechanisms and applications. IEDDA cycloaddition reactions have become more well-known recently, especially in the fields of chemical biology, bio-orthogonal reactions and the synthesis of complex molecules. These reactions generally have excellent regio- and stereoselectivity and they occur between electron-poor dienes and electron-rich dienophiles. They have been crucial in the synthesis of bioactive substances with potential use for the cancer treatment, such as halenaquinone and rhodexin A. Catalysts have become an effective means of promoting IEDDA reactions in the search for milder reaction conditions and higher yield. To modify the energy levels of dienes and increase reactivity, Brønsted acid catalyst has been used in this project. This study involves the investigation of pyridinium salts as Brønsted acid catalyst intended to reduce the LUMO energy levels of 1,2-diazines. The goal is to make diazines more reactive in IEDDA reactions, creating new pathways for the synthesis of a variety of complex molecules. By bridging the gap between difficult reaction conditions and effective IEDDA reactions, this project aims to increase the usefulness of this potent synthetic method in contemporary organic chemistry.
dc.description.provenanceMade available in DSpace on 2023-09-19T11:07:17Z (GMT). No. of bitstreams: 1 B162519.pdf: 5484918 bytes, checksum: 13e8dfaa1a1c749f6bdd75ff6af7f17d (MD5) Previous issue date: 2023-09en
dc.description.statementofresponsibilityby Hatice Seher Korkmaz
dc.format.extentxiii, 100 leaves : color illustrations, charts ; 30 cm.
dc.identifier.itemidB162519
dc.identifier.urihttps://hdl.handle.net/11693/113879
dc.language.isoEnglish
dc.rightsinfo:eu-repo/semantics/openAccess
dc.subjectDiels-Alder (DA)
dc.subjectInverse Electron-Demand Diels-Alder (IEDDA) reactions
dc.subjectBrønsted acid catalyst
dc.titleBrønsted acid-catalyzed inverse electron-demand diels-alder reactions of 1,2-diazines
dc.title.alternative1,2-diazinlerin brønsted asit katalizli invers diels-alder reaksiyonları
dc.typeThesis
thesis.degree.disciplineChemistry
thesis.degree.grantorBilkent University
thesis.degree.levelMaster's
thesis.degree.nameMS (Master of Science)

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