Chemistry, Department of


First Advisor

Andrzej Rajca

Date of this Version



A THESIS Presented to the Faculty of The Graduate College at the University of Nebraska In Partial Fulfillment of Requirements For the Degree of Master of Science, Major: Chemistry, Under the Supervision of Professor Andrzej Rajca. Lincoln, Nebraska: August, 2019

Copyright 2019 Joshua Bryan Lovell


Aminyl diradicals with sterically-hindered tert-butyl groups have yet to be fully investigated for their increased stability due to their difficulty in synthesis. The first chapter of this thesis details design and synthesis towards sterically-hindered aminyl radical and diradical precursors.

Structural features effecting nitroxide radical stability have been well investigated except for the impact on the ring-size of stability of nitroxides towards reduction by ascorbate. Two 7-membered nitroxides derived from TEMPONE and TEMPOL have been synthesized and characterized. The alcohol nitroxide shows increased stability towards reduction by ascorbate compared to the corresponding TEMPOL, while the other nitroxide shows decreased stability compared to TEMPONE. Efforts towards nitroxide radicals with larger sized rings are also detailed.

Advisor: Andrzej Rajca