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Theses/Dissertations

Chemistry

Copper

Chemistry and Chemical Biology ETDs

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Development Of Copper-Catalyzed Suzuki-Miyaura Coupling Using Alkylboron Reagents And Nickel-Catalyzed Alkene Dicarbofunctionalization Reactions, Prakash Basnet Nov 2018

Development Of Copper-Catalyzed Suzuki-Miyaura Coupling Using Alkylboron Reagents And Nickel-Catalyzed Alkene Dicarbofunctionalization Reactions, Prakash Basnet

Chemistry and Chemical Biology ETDs

This thesis is divided into two parts. The first part deals with the development of copper-catalyzed Suzuki-Miyaura coupling of alkylboron reagents for the first time. In the second part, we will discuss the development of novel nickel-catalyzed alkene dicarbofunctionalization reactions.

Part I. Cross-coupling reactions are versatile tools to form new carbon-carbon bonds and are widely used in the synthesis of various drug molecules, natural products and materials. However, these reactions are typically catalyzed by palladium, an expensive and rare metal which makes the reaction unsustainable in long-terms. Additionally, palladium-catalyzed cross-coupling reactions with alkylorganometallic reagents suffer from side reactions due to …


Copper-Catalyzed Direct And Tandem Couplings, And Mechanistic Studies, Surendra Thapa May 2018

Copper-Catalyzed Direct And Tandem Couplings, And Mechanistic Studies, Surendra Thapa

Chemistry and Chemical Biology ETDs

Cross-coupling reactions are exceptionally powerful tools to construct carbon-carbon (C-C) bonds. These reactions are widely used to synthesize natural products, polymers, agrochemical, organic materials and pharmaceutical compounds. However, these reactions are typically catalyzed by Palladium. Although these reactions are widely utilized and well developed, the use of noble metals like Pd raises a question about its long-term sustainability. We believe copper can be one of the best alternatives to palladium as it is more abundant, less expensive and less toxic. In addition, Pd-catalyzed transformations usually suffer from β-hydride elimination to afford undesired olefin and rearranged products, when it comes …