The design of bipyridine-based oxidation-reduction chemistry can be an advantageous endeavor for a variety of applications. Methyl viologen (di-methyl pyridinium) has long been used in a wide variety of redox chemistries, including in many creative supramolecular systems. Preliminary work in our lab has shown that preorganization of bipyridinium groups (by covalent linkage, encapsulation, or both) can significantly affect redox properties, including redox potential and stability to the presence of molecular Oxygen. In this project, we have focused on the synthesis of three classes of bipyridine-based dimers to better understand the effect of covalent linkage on several types of redox chemistries: 1) N, N’-bipyridinium (viologen) dimers, 2) N-amino, N’-dipyridinium dimers, and 3) N-pyridinium, N’-pyridine dimers. In each of these bipyridine-based systems, we are exploring the capacity of dimer pre-organization to affect redox potentials and Oxygen stability in aqueous and/or organic solvent. In addition to learning about fundamental structure-property relationships in the redox chemistry of these interesting dimers, we will discuss some initial experiments on the emerging potential of these systems for some functional applications including electrochromic behavior, photo-induced radical stabilization, and CO2 capture.

Developing supramolecular bipyridine-based redox chemistry

Where thousands of chemistry professionals meet to share ideas and advance scientific and technical knowledge. Spring 2023 abstracts, posters, and presentations will launch at the end of March.

ACS Spring 2023

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.