Document Type

Thesis

Publication Date

4-2015

Advisor

T. Nicholas Jones, Chemistry

Abstract

Dendrimers—highly branched macromolecules—present an attractive option for use as a catalytic framework because of their large size and their availability for functionalization. In addition, the use of organocatalysts to form asymmetric products has become an increasingly studied field in the pharmaceutical industry and cancer research. Organocatalyst terminally functionalized dendrimers present the possibility of both catalytic utility and increased recovery in MacMillan-type asymmetric reactions. Terminal sites of generations 2.0, 3.0, and 4.0 PAMAM dendrimers have been functionalized with the MacMillan group's (2S, 5S)-5-benzyl-2-tert-butyl-3-methylimidazolidin-4-one catalyst. These functionalized PAMAM dendrimers were characterized by NMR and MALDITOF MS analysis. The organocatalyst functionalized dendrimers show promising yield, enantioselectivity, and recoverability in MacMillan-type organocatalytic reactions.

Comments

Thanks and appreciation are extended to Jessica Ennist and the Cloninger group at Montana State University for all of the help and guidance they provided. Carla Saunders and Asha Kopp—as other student researchers on this project—deserve special recognition for all the work they have done, as well as Dr. T. Nicholas Jones in his continual support, motivation, and encouragement for his students on this project.

This material is based upon work supported by the National Science Foundation under Grants No. (NSF 1057690) and (NSF-REU 1156855).

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Chemistry Commons

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