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Reductive allylation of poly(chlorotrifluoroethylene)

✍ Scribed by Richard T. Taylor; Steven Allison; Thanaporn Kamolratanayothin

Publisher
John Wiley and Sons
Year
1995
Tongue
English
Weight
277 KB
Volume
6
Category
Article
ISSN
1042-7163

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✦ Synopsis

Abstract

Treatment of poly(chlorotrifluoroethylene) with allyltin reagents results in the clean replacement of chlorine by the allyl group under free‐radical–chain conditions (AIBN, allyltributyltin), affording about a 10% degree of functionalization. An improved method using one‐electron reduction of the polymer with cobalt(II) (generated by reduction of chloro(pyridine)bis(dimethylglyoximato)cobalt(III) with Mg) and allyltributyltin gives 50% functionalization. Further modification of the allyl group is realized through hydroboration‐oxidation to the alcohol and subsequent Cr(VI) oxidation to the acid. A mechanistic discussion is provided. © John Wiley & Sons, Inc.

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