One-pot multistep reactions based on thiolactones: extending the realm of thiol-ene chemistry in polymer synthesis.

J Am Chem Soc

Department of Organic Chemistry, Polymer Chemistry Research Group, Ghent University, Krijgslaan 281 S4-bis, B-9000 Ghent, Belgium.

Published: February 2011

The in situ generation of thiols by nucleophilic ring-opening of a thiolactone with amines, followed by a UV-initiated radical thiol-ene reaction in a one-pot fashion, has been evaluated as an accelerated and versatile protocol for the synthesis of several types of polymeric architectures. After elaboration of a model amine-thiol-ene conjugation reaction, a number of routes based on readily available thiolactone-containing structures have been developed to successfully assemble functional, linear polymers and networks via a mild and facile radical photopolymerization process.

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http://dx.doi.org/10.1021/ja1098098DOI Listing

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