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Regioselective C−H Xanthylation as a Platform for Polyolefin Functionalization
Author(s) -
Williamson Jill B.,
Czaplyski William L.,
Alexanian Erik J.,
Leibfarth Frank A.
Publication year - 2018
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.201803020
Subject(s) - polyolefin , surface modification , xanthate , polymer , regioselectivity , polymer chemistry , materials science , chain scission , functional group , bond cleavage , polymer science , chemistry , organic chemistry , nanotechnology , layer (electronics) , catalysis
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.