Non‐activated Esters as Reactive Handles in Direct Post‐Polymerization Modification

Author:

Van Guyse Joachim F. R.12ORCID,Bernhard Yann13ORCID,Podevyn Annelore1,Hoogenboom Richard1ORCID

Affiliation:

1. Supramolecular Chemistry Group, Centre of Macromolecular Chemistry (CMaC) Department of Organic and Macromolecular Chemistry Ghent University Krijgslaan 281 S4 9000 Ghent Belgium

2. Leiden Academic Center for Drug Research (LACDR) Leiden University Einsteinweg 55 2333 CC Leiden The Netherlands

3. Université de Lorraine UMR CNRS 7053 L2CM Faculté des Sciences et Technologies BP 70239 54506 Vandoeuvre-lès-Nancy Cedex France

Abstract

AbstractNon‐activated esters are prominently featured functional groups in polymer science, as ester functional monomers display great structural diversity and excellent compatibility with a wide range of polymerization mechanisms. Yet, their direct use as a reactive handle in post‐polymerization modification has been typically avoided due to their low reactivity, which impairs the quantitative conversion typically desired in post‐polymerization modification reactions. While activated ester approaches are a well‐established alternative, the modification of non‐activated esters remains a synthetic and economically valuable opportunity. In this review, we discuss past and recent efforts in the utilization of non‐activated ester groups as a reactive handle to facilitate transesterification and aminolysis/amidation reactions, and the potential of the developed methodologies in the context of macromolecular engineering.

Funder

Japan Society for the Promotion of Science

Fonds Wetenschappelijk Onderzoek

Publisher

Wiley

Subject

General Chemistry,Catalysis

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