Date of Award


Publication Type

Master Thesis

Degree Name



Chemistry and Biochemistry

First Advisor

Loeb, Stephen



Creative Commons License

Creative Commons Attribution-Noncommercial-No Derivative Works 4.0 License
This work is licensed under a Creative Commons Attribution-Noncommercial-No Derivative Works 4.0 License.


Development of synthetic molecules that can act in similar ways to biological proteins capable of ion transport has become a topic of interest in many fields of research. This thesis investigates the possibility of ion transport through the incorporation of [2]rotaxane molecules into a lipid membrane. Chapter 1 outlines the reasoning behind the development of a [2]rotaxane with a T-shaped axle utilizing a benzimidazolium-based recognition site as a suitable candidate for a synthetic anion transporter. It also highlights results of transport studies from related benzimidazolium salts. Chapter 2 outlines the synthesis of the desired T-shaped axle and its related [2]rotaxane, with discussion of the various synthetic routes attempted. Results from incorporation of both molecules into anion transport studies are discussed, with a summary and future work also included. Chapter 3 describes all of the experimental data. This includes the full synthetic procedure for the preparation of both the T-shaped axle and related [2]rotaxane, as well as the experimental setup for the transmembrane transport assays conducted.