Polymer supported oxidizing agents

ORGN 334

Paul A Boguszewski1, Andrew F Coffey1, John W Davies1, Alasdair A MacDonald2, Aubrey J Mendonca3, Mark I Richards1, and Frank P Warner1. (1) Polymer Laboratories Ltd, Essex Road, Church Stretton, Shropshire, SY6 6AX, United Kingdom, (2) Polymer Laboratorie Inc, Amherst Fields Research Park, 160 Old Farm Road, Amherst, MA 01002, (3) Polymer Laboratories Inc, Amherst Fields Research Park, 160 Old Farm Road, Amherst, MA 01002
Polymer supported oxidants are used in a variety of selective synthetic transformations. They are generally easier to handle than the free compound and, of course, allow simple isolation of the product via filtration and washing. A further possibility for polymer supported oxidants is that they can also be used in solvents not usually considered appropriate due to solubility issues.

Here we report on a variety of anionic oxidizing compounds which are immobilized on a specially manufactured quaternary amine ion exchange resin. There are a large number of possible species which can be immobilized in this way, however, here we focus on perruthenate and periodate.

Polymer supported perruthenate provides an effective means for converting alcohols into aldehydes either quantitatively or catalytically with a co-oxidant, whereas polymer supported periodate can cleave 1,2-diols to form the corresponding aldehydes.

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