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Full-Text Articles in Chemistry

Cross-Linked Poly(4-Vinylpyridine-N-Oxide) As A Polymer-Supported Oxygen Atom Transfer Reagent, Anna M. Bauer, Erin E. Ramey, Kjersti G. Oberle, Gretchen A. Fata, Chloe D. Hutchison, Christopher R. Turlington Oct 2019

Cross-Linked Poly(4-Vinylpyridine-N-Oxide) As A Polymer-Supported Oxygen Atom Transfer Reagent, Anna M. Bauer, Erin E. Ramey, Kjersti G. Oberle, Gretchen A. Fata, Chloe D. Hutchison, Christopher R. Turlington

Faculty Publications

Oxygen atom transfer (OAT) reagents are common in biological and industrial oxidation reactions. While many heterogeneous catalysts have been utilized in OAT reactions, heterogeneous OAT reagents have not been explored. Here, cross-linked poly(4-vinylpyridine-N-oxide), called x-PVP-N-oxide, was tested as a heterogeneous OAT reagent and its oxidation chemistry compared to its molecular counterpart, pyridine-N-oxide. The insoluble oxidant x-PVP-N-oxide demonstrated comparable reactivity to pyridine-N-oxide in direct oxidation reactions of phosphines and phosphites in acetonitrile, but x-PVP-N-oxide did not react in other solvents. The polymer backbone of x-PVP-N-oxide, however, allowed …


Experimental And Computational Electrochemistry Of Quinazolinespirohexadienone Molecular Switches – Differential Electrochromic Vs Photochromic Behavior, Eric W. Webb, Jonathan P. Moerdyk, Kyndra B. Sluiter, Benjamin J. Pollock, Amy L. Speelman, Eugene J. Lynch, William F. Polik, Jason G. Gillmore Oct 2019

Experimental And Computational Electrochemistry Of Quinazolinespirohexadienone Molecular Switches – Differential Electrochromic Vs Photochromic Behavior, Eric W. Webb, Jonathan P. Moerdyk, Kyndra B. Sluiter, Benjamin J. Pollock, Amy L. Speelman, Eugene J. Lynch, William F. Polik, Jason G. Gillmore

Faculty Publications

Our undergraduate research group has long focused on the preparation and investigation of electron-deficient analogs of the perimidinespirohexadienone (PSHD) family of photochromic molecular switches for potential application as "photochromic photooxidants" for gating sensitivity to photoinduced charge transfer. We previously reported the photochemistry of two closely related and more reducible quinazolinespirohexadienones (QSHDs), wherein the naphthalene of the PSHD is replaced with a quinoline. In the present work, we report our investigation of the electrochemistry of these asymmetric QSHDs. In addition to the short wavelength and photochromic long-wavelength isomers, we have found that a second, distinct long-wavelength isomer is produced electrochemically. This …


Decarbonylative Cross Coupling Of Phthalimides With Diorganozinc Reagents—Efforts Toward Catalysis, Kimberly S. Deglopper, Sarah K. Fodor, Thomas Bd Endean, Jeffrey B. Johnson Jan 2016

Decarbonylative Cross Coupling Of Phthalimides With Diorganozinc Reagents—Efforts Toward Catalysis, Kimberly S. Deglopper, Sarah K. Fodor, Thomas Bd Endean, Jeffrey B. Johnson

Faculty Publications

The decarbonylative coupling of phthalimides with diorganozinc reagents to form o-substituted benzamides has been previously demonstrated as a viable process, but only with stoichiometric nickel(0). Investigations into a number of reaction variables, including solvent, ligand, and substrate substitution, have yielded multiple sets of conditions capable of achieving up to 10 catalyst turnovers, most successfully with the use of electron withdrawing nitrogen substituents on the phthalimide. In addition, these investigations have provided insight into the intermediates within the catalytic cycle and have revealed new approaches to the development of a general catalytic methodology.