Author

Sydnee Elmore

Advisor

Emerson, Joseph P.

Other Advisors or Committee Members

Cui, Xin||Mlsna, Todd E.||Stokes, Sean L.||Travis, Rick

Date of Degree

8-1-2019

Document Type

Graduate Thesis - Open Access

Major

Chemistry

Degree Name

Master of Science

Department

Department of Chemistry

Abstract

Modern organic synthesis typically centers around the use of expensive, complex, homogeneous catalyst systems in organic solvents which often generate copious amounts of hazardous waste. Therefore, the development of water-tolerant catalysts capable of performing reactions in aqueous solutions has become a growing area of scientific inquiry. To this end, we have designed and optimized a water-stable catalyst (Mn[TMPyP4]I5) capable of generating aziridines from olefins in aqueous solutions. Aziridines are valuable synthetic building blocks that have been used to generate various biologically active compounds, though synthetic techniques for aziridine synthesis are not well-established. Our ultimate goal was developing a catalytic system, which could be paired with DNA in order to perform asymmetric transformation in aqueous solutions. Herein we report the optimization of reaction conditions using Mn[TMPyP4]I5 paired with various DNA types, in the hopes of generating chiral aziridines from several olefinic substrates.

URI

https://hdl.handle.net/11668/14598

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