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Diels-Alder reactions as an efficient route to high purity cyclic polymers

By Mathias Glassner, James P. Blinco and Christopher Barner-Kowollik


A simple and efficient route for the synthesis of cyclic polymer systems is presented. Linear furan protected α-maleimide-ω-cyclopentadienyl functionalized precursors (poly(methyl methacrylate) and poly(tert-butyl acrylate)) were synthesized via atom transfer radical polymerization (ATRP) and subsequent substitution of the bromine end-group with cyclopentadiene. Upon heating at high dilution, deprotection of the dieneophile occurs followed by an intramolecular Diels–Alder reaction yielding a high purity cyclic product

Topics: 030300 MACROMOLECULAR AND MATERIALS CHEMISTRY, 030306 Synthesis of Materials, atom transfer radical polymerization;cyclic polymers;Diels–Alder reactions
Publisher: John Wiley & Sons Inc
Year: 2011
DOI identifier: 10.1002/marc.201100094
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