Post-polymerization modification reactions of pendant esters generally utilize activated ester substrates and the modification of unactivated esters is avoided, partially due to the well-established activated ester alternatives and the challenging nature of direct PPMR of unactivated esters. Within this work, we present a method for the direct modification of pendant polymeric esters by utilizing either acetylguanidines as a reactive handle for modification or as a reactive intermediate towards functional polymer structures from unactivated pendant esters. More specifically, a kinetic screening of reactions involving the use of N-acetylguanidine intermediates, i.e.amidation and transesterification, was performed with repsect oto the nature of the substrate and of the reactants. Finally, the utilisation of N-acteylguanidnes for further post-polymerisation modification reactions is demonstrated, allowing hetrocycle synthesis on the polymer.

poly(N-Acetylguanidine)s as reactive handle or reactive intermediate for post-polymerization modification of pendant ester groups

2019 Spring National Meeting

The official archive and repository for all ACS Meetings & Expositions abstracts and select posters or presentations.