Boosting the catalytic performance of organic salts for the fast and selective synthesis of α-alkylidene cyclic carbonates from CO2 and propargylic alcohols
[en] The synthesis of α-alkylidene cyclic carbonates (αCCs) by carboxylative coupling of CO2 with propargylic alcohols is receiving increasing interest but requires the use of catalysts that are most often added in large quantity and/or are lacking of selectivity. Herein, we describe that the fine tuning of the structure of organocatalysts of the ammonium-type enables to identify the important structural parameters that dictate their catalytic performance. Tetrabutylammonium oxalate revealed to be one of the most attractive organocatalysts with a remarkable fast, complete and selective production of αCCs at low catalyst loading (2.5 mol%) under solvent free-conditions. This study clearly opens new avenues for the facile and selective synthesis of libraries of αCCs from CO2 and propargylic alcohol by using simple organocatalysts.
Research center :
Center for Education and Research on Macromolecules (CERM) CESAM - Complex and Entangled Systems from Atoms to Materials - ULiège
Disciplines :
Chemistry Materials science & engineering
Author, co-author :
Grignard, Bruno ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Ngassam Tounzoua, Charlène ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Gennen, Sandro ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Gilbert, Bernard ; University of Liège (ULiège), Department of Chemistry, Laboratory of Raman Spectroscopy
Méreau, Raphaël; University of Bordeaux, CNRS, Institute of Molecular Sciences, Talence, France
Jérôme, Christine ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Tassaing, Thierry; University of Bordeaux, CNRS, Institute of Molecular Sciences, Talence, France
Detrembleur, Christophe ; University of Liège (ULiège), Complex and Entangled Systems from Atoms to Materials (CESAM), Center for Education and Research on Macromolecules (CERM)
Language :
English
Title :
Boosting the catalytic performance of organic salts for the fast and selective synthesis of α-alkylidene cyclic carbonates from CO2 and propargylic alcohols
Publication date :
21 June 2018
Journal title :
ChemCatChem
ISSN :
1867-3880
eISSN :
1867-3899
Publisher :
Wiley - VCH Verlag GmbH & Co. KGaA, Germany
Volume :
10
Issue :
12
Pages :
2584-2592
Peer reviewed :
Peer Reviewed verified by ORBi
Name of the research project :
"CO2Green", "Flycoat" and "Prostem" projects
Funders :
Walloon region [BE] F.R.S.-FNRS - Fonds de la Recherche Scientifique [BE] BELSPO - Politique scientifique fédérale [BE] FWO - Fonds Wetenschappelijk Onderzoek Vlaanderen [BE] EOS - The Excellence Of Science Program [BE] Conseil Général d'Aquitaine [FR]
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