Polymeric Reagents. 3. Poly[vinyl(pyridinium chlorochromate)]: A New Recyclable Oxidizing Agent

Jean M.J. Fréchet*, James Warnock, M. Jean Farrall

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

109 Scopus citations

Abstract

Poly[vinyl(pyridinium chlorochromate)] is prepared easily from cross-linked poly(vinylpyridine) resins by reaction with chromic anhydride and hydrochloric acid. The insoluble reagent, which has a capacity of 3.5-3.9 mmol of chlorochromate per gram, is useful in the oxidation of alcohols to carbonyl compounds. The oxidation has a high efficiency, as less than 1 molar equiv of the reagent is consumed in the reaction. Other advantages of the reagent are associated with its insolubility and that of its byproduct which facilitates the workup of reaction mixtures and allows for the quantitative recovery and regeneration of the spent resin. After several regenerations, the reagent is still as reactive as the original material.

Original languageEnglish (US)
Pages (from-to)2618-2621
Number of pages4
JournalJournal of Organic Chemistry
Volume43
Issue number13
DOIs
StatePublished - 1978
Externally publishedYes

ASJC Scopus subject areas

  • Organic Chemistry

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