Date of Award


Publication Type

Master Thesis

Degree Name



Chemistry and Biochemistry


Loeb, Stephen




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.