Abstract

A new “halogen-free” binary catalytic system for the synthesis of cyclic carbonate from epoxides and carbon dioxide is described. The catalysis relies on a synergy between the main catalyst, zinc(II) pyridine-2-carboxylate, and a Lewis base, 1-methyl imidazole. In this preliminary study four epoxides have been tested and the operating capabilities of this system have been evaluated. Using propylene oxide as test substrate and performing the catalysis in a high-pressure NMR tube, allowed us to gather some spectroscopic information on this catalytic system and to propose a reaction mechanism.

Highlights

  • The abundance and benignity of carbon dioxide makes it an attractive alternative C1-synthon for many processes in the synthetic chemistry 1

  • Typical examples are the synthesis of aliphatic polycarbonates from CO2 and epoxides 2 and the synthesis of potential building-blocks for specialty polymers such as, e.g. lactones 3, pyrones 4 or formoxysilane 5 obtained from butadiene and CO2

  • As a matter of fact, we found that this combination constitutes an effective system for the insertion of CO2 in terminal epoxides

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Summary

Introduction

The abundance and benignity of carbon dioxide makes it an attractive alternative C1-synthon for many processes in the synthetic chemistry 1. Using propylene oxide as test substrate and performing the catalysis in a high-pressure NMR tube, allowed us to gather some spectroscopic information on this catalytic system and to propose a reaction mechanism.

Results
Conclusion
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