Diels-Alder reactions represent an efficient and metal free strategy for polymer post-functionalization and polymer-polymer coupling reactions.1 Employing cyclopentadiene (Cp) end-capped polymers enables conjugation under very mild conditions.2 The fact that Cp-moieties are highly reactive functional groups has prevented the synthesis of Cp-functional initiators or chain-transfer agents. An emerging class of polymers providing a promising platform for the synthesis of highly functional materials are poly(2-alkyl-oxazoline)s which have received considerable attention for, amongst others, biomedical applications.3In the present contribution we present an e?cient strategy for the one-pot synthesis of poly(2-ethyl-2-oxazoline) bearing a highly reactive Cp end-group via living cationic ring opening polymerization (CROP) employing sodium cyclopentadienide as termination agent.4We further demonstrate the potential of PEtOx-Cp to undergo quantitative Diels�Alder reactions with various N-substituted maleimides including the formation of a block copolymer.1. Tasdelen, M. A. Polym. Chem. 2011  , 2, 2133.2. Goldmann, A. S.; Glassner, M.; Inglis, A. J.; Barner-Kowollik, C. Macromol. Rapid Commun. 2013  , 34, 810.3. Sedlacek O.; Monnery B. D.; Filippov S. K.; Hoogenboom R.; Hruby M., Macromol. Rapid Commun., 2012  , 33, 1648.4. Glassner, M.; Kempe, K.; Schubert, U. S.; Hoogenboom, R.; Barner-Kowollik, C. Chem. Commun. 2011  , 47, 10620.

One-pot synthesis of cyclopentadienyl endcapped poly(2-ethyl-2-oxazoline) and subsequent ambient temperature Diels�Alder conjugations

248th National Meeting (2014)

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