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Physical Sciences and Mathematics Commons

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University of South Carolina

Theses and Dissertations

2020

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Mechanistic Investigations Of Isothiourea Catalyzed Silylations Of Secondary Alcohols Using Reaction Progress Kinetic Analysis, Brandon Kane Redden Apr 2020

Mechanistic Investigations Of Isothiourea Catalyzed Silylations Of Secondary Alcohols Using Reaction Progress Kinetic Analysis, Brandon Kane Redden

Theses and Dissertations

The primary focus of this research is in expanding the knowledge and scope of the asymmetric silylation of alcohols. Since it was discovered in 2011 that chiral isothioureas can selectively silylate alcohols through kinetic resolution reactions, the Wiskur group has been working to increase the applications of the methodology. Understanding the kinetics behind the mechanism of the reaction is fundamental in the designing both improved kinetic resolutions and other silylation methodology. Chapter 2 focuses on using reaction progress kinetic analysis to monitor silylations of secondary alcohols with thiourea catalysts in real time using in situ IR to determine the rate …