Document Type

Honors Thesis

Date of Award

Spring 2024

Abstract

This research utilized a computational study with SPARTAN’20 software to analyze the energetics of the Diels-Alder (DA) reaction between substituted furan and maleimide. The products of this type of reaction can lead to the production of hydrogels. Hydrogels are used in multiple biomedical applications, such as controlled drug delivery systems, wound dressings (liquid bandages), contact lenses, and more. The DA reaction involves a diene (a hydrocarbon with two conjugated π bonds) and a dienophile (a hydrocarbon with one π bond). Research on the placement of electron withdrawing and electron donating groups onto the dienophile and diene has been completed in the past. However, more research is needed to determine the effects of electron donating and electron-withdrawing groups on the reactants of these reactions. In this research, factors such as the effects on reaction rates and reaction enthalpies were examined. Final designs came from the addition of an anti-aromatic system that became aromatic once the Diels-Alder reaction completed, leading to high stability and an energetically favorable reaction.

Advisor

Allan Headley

Included in

Chemistry Commons

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