Fluorinated Alcohols as Activators for the Solvent-Free Chemical Fixation of Carbon Dioxide into Epoxides

Sandro Gennen; Margot Alves; Raphaël Méreau; Thierry Tassaing; Bernard Gilbert; Christophe Detrembleur; Christine Jerome; Bruno Grignard

doi:10.1002/cssc.201500103

Fluorinated Alcohols as Activators for the Solvent-Free Chemical Fixation of Carbon Dioxide into Epoxides

ChemSusChem. 2015 Jun 8;8(11):1845-9. doi: 10.1002/cssc.201500103. Epub 2015 May 7.

Authors

Sandro Gennen¹, Margot Alves², Raphaël Méreau², Thierry Tassaing², Bernard Gilbert³, Christophe Detrembleur⁴, Christine Jerome⁵, Bruno Grignard¹

Affiliations

¹ Center for Education and Research on Macromolecules (CERM), Chemistry Department, B6a, University of Liège allée du 6 août, 4000 Liege (Belgium).
² Institut des Sciences Moléculaires (ISM), UMR5255 CNRS, Université de Bordeaux, 351 Cours de la libération, 33405 Talence Cedex (France).
³ Chemistry Department, B6C, University of Liège allée du 6 août, 4000 Liege (Belgium). b.gilbert@ulg.ac.be.
⁴ Center for Education and Research on Macromolecules (CERM), Chemistry Department, B6a, University of Liège allée du 6 août, 4000 Liege (Belgium). christophe.detrembleur@ulg.ac.be.
⁵ Center for Education and Research on Macromolecules (CERM), Chemistry Department, B6a, University of Liège allée du 6 août, 4000 Liege (Belgium). c.jerome@ulg.ac.be.

PMID: 25951520
DOI: 10.1002/cssc.201500103

Abstract

The addition of fluorinated alcohols to onium salts provides highly efficient organocatalysts for the chemical fixation of CO2 into epoxides under mild experimental conditions. The combination of online kinetic studies, NMR titrations and DFT calculations allows understanding this synergistic effect that provides an active organocatalyst for CO2 /epoxides coupling.

Keywords: carbon dioxide; carbonates; epoxides; fluor; organocatalysis.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alcohols / chemistry*
Carbon Dioxide / chemistry*
Catalysis
Epoxy Compounds / chemistry*
Green Chemistry Technology
Halogenation*
Kinetics
Models, Molecular
Molecular Conformation

Substances

Alcohols
Epoxy Compounds
Carbon Dioxide