Abstract

Reactive imidazole intermediates based on AB2 and A3 monomers, i.e. bis(methylol) propionic acid (bis-MPA) and trimethylolpropane (TMP) have successfully been synthesized and isolated on a 100 gram scale via a facile synthetic protocol using 1,1′-carbonyldiimidazole (CDI) as a key reagent.

Highlights

  • Reactive imidazole intermediates based on AB2 and A3 monomers, i.e. bis(methylol) propionic acid and trimethylolpropane (TMP) have successfully been synthesized and isolated on a 100 gram scale via a facile synthetic protocol using 1,1’-carbonyldiimidazole (CDI) as a key reagent

  • A number of functional polycarbonates were obtained by ring-opening polymerization, and their relevance in biomedical applications was highlighted by their low cytotoxicity on human dermal fibroblasts

  • Conversion of 1 and 2 by alcohol-mediated imidazole displacement was utilized for the synthesis of a diverse library of functional cyclic carbonates based on TMP and bis(methylol) propionic acid (bis-MPA) (Fig. 1)

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Summary

Introduction

Reactive imidazole intermediates based on AB2 and A3 monomers, i.e. bis(methylol) propionic acid (bis-MPA) and trimethylolpropane (TMP) have successfully been synthesized and isolated on a 100 gram scale via a facile synthetic protocol using 1,1’-carbonyldiimidazole (CDI) as a key reagent. Conversion of 1 and 2 by alcohol-mediated imidazole displacement was utilized for the synthesis of a diverse library of functional cyclic carbonates based on TMP and bis-MPA (Fig. 1).

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