Pyridine-N-oxide is an oxygen atom transfer (OAT) reagent used as a stoichiometric oxidant in metal-catalyzed oxidation reactions. A polymer derivative of the N-oxide, poly(4-vinylpyridine-N-oxide), was discovered in the 1960’s, but has not been investigated in OAT reactions. Could the insoluble poly(4-vinylpyridine-N-oxide), here called PVP-N-oxide, offer advantages over the molecular pyridine-N-oxide? PVP-N-oxide was synthesized and its reactivity compared to pyridine-N-oxide in the oxidation of phosphines and phosphites. Metal-catalyzed reactions were attempted with PVP-N-oxide. Recycling and reuse of the polymer backbone are described.

Poly(4-vinylpyridine-N-oxide) as an oxygen atom transfer reagent

2019 Spring National Meeting

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