Functionalization of Poly[1-Vinyl (2-Pyrrolidone)] with Permanganate: Preparation and Application as a New Polymeric Oxidizing Reagent

Abstract

Poly [1-vinyl(2-pyrrolidonium permanganate)] was prepared
from NN' -methylene-bis-acrylarnide (NNMBA)-crosslinked poly(
1-vinyl 2-pyrrrolidone) resins by reaction with KMnO₄. The insoluble
polymeric reagent with a capacity of 2.6-5 mequiv of permanaganatelg
was used for the oxidation of alcohols to carbonyl
compounds. It possesses the desired characteristics of the polymeric
reagents including filterability, operational simplicity, possibility of
automation and reusability. The effects of solvent, duration of reaction
and molar excess on the oxidation reactions were investigated
to optimize the conditions for effective oxidations. The reagent can
be stored for months without any loss of activitv. The capacity and
efficiency of the reagent were found to be practically unchanged
even after several cycles of operation.