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Regioselective C−H Xanthylation as a Platform for Polyolefin Functionalization
Authors:Jill B. Williamson  William L. Czaplyski  Erik J. Alexanian  Frank A. Leibfarth
Affiliation:Department of Chemistry, The University of North Carolina at Chapel Hill, Chapel Hill, NC, USA
Abstract:Polyolefins that contain polar functional groups are important materials for next‐generation lightweight engineering thermoplastics. Post‐polymerization modification is an ideal method for the incorporation of polar groups into branched polyolefins; however, it typically results in chain scission events, which have deleterious effects on polymer properties. Herein, we report a metal‐free method for radical‐mediated C?H xanthylation that results in the regioselective functionalization of branched polyolefins without coincident polymer‐chain scission. This method enables a tunable degree of polymer functionalization and capitalizes on the versatility of the xanthate functional group to unlock a wide variety of C?H transformations previously inaccessible on branched polyolefins.
Keywords:amidyl radicals  C−  H functionalization  photochemistry  polymer modification  polymers
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