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Synthesis and Study of Ultra-Rigid Nitroxides

Zhimin Yang, University of Nebraska - Lincoln


This dissertation will elaborate the design, synthesis and study of ultra-rigid nitroxides for biological applications. Commonly used nitroxides containing gem-dimethyl groups are limited in their applications by the short Tm due to the dynamic averaging effects associated with the methyl group rotation at ≥ 80 K. Spirocyclohexyl nitroxides show disadvantage on the high hydrophobicity. We designed and prepared four different ultra-rigid nitroxides. Two of these, pyrroline nitroxides with spiro-cyclopropyl ring at α-carbon position, are observed by electron paramagnetic resonance (EPR) spectroscopy. Two nitroxides were prepared which contain α-hydrogen atoms, they can form inclusion complex with β-cyclodextrin (β-CD) and cucurbit[7]uril (CB7). Within the solid states, the α-hydrogen nitroxides and their inclusion complexes with β-CD show totally different magnetic behaviors, implying the host macromolecules might be employed to tailor the magnetic performance of organic radicals.

Subject Area

Chemistry|Organic chemistry|Bioengineering|Biochemistry

Recommended Citation

Yang, Zhimin, "Synthesis and Study of Ultra-Rigid Nitroxides" (2021). ETD collection for University of Nebraska - Lincoln. AAI28489895.