Versatile routes to functional RAFT chain transfer agents through the Passerini multicomponent reaction

Pearce, Amanda K. and Travanut, Alessandra and Couturaud, Benoit and Taresco, Vincenzo and Howdle, Steven M. and Alexander, Morgan R. and Alexander, Cameron (2017) Versatile routes to functional RAFT chain transfer agents through the Passerini multicomponent reaction. ACS Macro Letters, 6 (7). pp. 781-785. ISSN 2161-1653

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Abstract

The widespread adoption of RAFT polymerization stems partly from the ease and utility of installing a functional chain transfer agent onto the ends of the generated polymer chains. In parallel, the Passerini multicomponent reaction offers great versatility in converting a wide range of easily accessible building blocks to functional materials. In this work, we have combined the two approaches such that a single, commonly available, RAFT agent is used in Passerini reactions to generate a variety of multifunctional RAFT chain transfer agents containing ester linkages. Reactions to generate the multifunctional RAFT agents took place under mild conditions and in good yields. The resulting Passerini-RAFT agents were able to exert control over radical polymerization to generate materials of well-defined molecular weights and dispersity. Furthermore, the presence in these polymer cores of ester and amide functionality through the Passerini chemistries, provided regions in the materials which are inherently biodegradable, facilitating any subsequent biomedical applications. The work overall thus demonstrates a versatile and facile synthetic route to multi functional RAFT chain transfer agents and biodegradable polymers.

Item Type: Article
Additional Information: This document is the Accepted Manuscript version of a Published Work that appeared in final form in ACS Macro Letters, copyright © American Chemical Society after peer review and technical editing by the publisher. To access the final edited and published work see http://pubs.acs.org/doi/abs/10.1021/acsmacrolett.7b00415
Schools/Departments: University of Nottingham, UK > Faculty of Science > School of Chemistry
University of Nottingham, UK > Faculty of Science > School of Pharmacy
Identification Number: 10.1021/acsmacrolett.7b00415
Depositing User: Eprints, Support
Date Deposited: 03 Oct 2017 14:05
Last Modified: 13 Oct 2017 05:16
URI: http://eprints.nottingham.ac.uk/id/eprint/46956

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