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Orthogonal Modification of Norbornene-Functional Degradable Polymers

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journal contribution
posted on 20.11.2012, 00:00 by Rebecca J. Williams, Ian A. Barker, Rachel K. O’Reilly, Andrew P. Dove
Well-defined norbornene-functional poly­(carbonate)­s were prepared by ring-opening polymerization and utilized as multireactive polymeric scaffolds in a range of postpolymerization modifications. The norbornene-functional handles were shown to undergo facile reaction with azides via a 1,3-dipolar cycloaddition, tetrazines in the inverse electron demand Diels–Alder reaction and thiols via radical thiol-ene coupling. Furthermore, the above-mentioned chemistries were demonstrated in a sequential one-pot, three-step modification reaction illustrating the potential of these polymers as scaffolds to access multifunctionalized materials in an undemanding manner.