[en] Herein, we propose a critical study balancing two metal-free dual activating systems, namely DBU/EtBr and TEA/TsCl, for the coupling of CO2 with 1,x-diols to afford (a)cyclic carbonates. In-situ ATR-IR monitoring cor- related with DFT calculations led to mechanism propositions for the model formation of propylene carbonate from propylene glycol. Kinetics upon various experimental conditions were established for the first time, leading to an optimized synthetic protocol. The substrates scope was then investigated and selectivities toward the formation of cyclic or linear carbonates were correlated to the dual activating system and the diol structure. By choosing the suitable organic dual activating system, one is able to control the product selectivity to substituted ethylene- or trimethylene carbonate and/or acyclic compounds, providing a powerful tool to synthesize CO2- based precursors that are highly relevant for organic and polymer chemistry from ubiquitous building blocks.
Research Center/Unit :
Center for Education and Research on Macromolecules (CERM) CESAM - Complex and Entangled Systems from Atoms to Materials - ULiège
Disciplines :
Materials science & engineering Chemistry
Author, co-author :
Brege, Antoine ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM) Research Unit, Center for Education and Research on Macromolecules (CERM), Belgium > University of Bordeaux, CNRS, Institute of Molecular Sciences, Talence, France
Méreau, Raphaël; University of Bordeaux, CNRS, Institute of Molecular Sciences, Talence, France
McGehee, K; University of Bordeaux, CNRS, Institute of Molecular Sciences, Talence, France
Grignard, Bruno ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM) Research Unit, Center for Education and Research on Macromolecules (CERM), Belgium
Detrembleur, Christophe ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM) Research Unit, Center for Education and Research on Macromolecules (CERM), Belgium
Jérôme, Christine ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM) Research Unit, Center for Education and Research on Macromolecules (CERM), Belgium
Tassaing, Thierry; University of Bordeaux, CNRS, Institute of Molecular Sciences, Talence, France
Language :
English
Title :
The coupling of CO2 with diols promoted by organic dual systems: Towards products divergence via benchmarking of the performance metrics
Publication date :
May 2020
Journal title :
Journal of CO2 Utilization
ISSN :
2212-9820
eISSN :
2212-9839
Publisher :
Elsevier, Netherlands
Volume :
38
Pages :
88-98
Peer reviewed :
Peer Reviewed verified by ORBi
Name of the research project :
The Walloon Region of Belgium in the frame of the CO2Green project
Funders :
BELSPO - Politique scientifique fédérale Walloon region Région Nouvelle-Aquitaine The European Joint Doctorate in Functional Materials (EJD-Funmat)
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