Investigating Host鈥揋uest Complexes in the Catalytic Synthesis of Cyclic Carbonates from Styrene Oxide and CO2

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• 作者：Ana茂s Mirabaud ; Jean-Christophe Mulatier ; Alexandre Martinez ; Jean-Pierre Dutasta ; V茅ronique Dufaud
• 刊名：ACS Catalysis
• 出版年：2015
• 出版时间：November 6, 2015
• 年：2015
• 卷：5
• 期：11
• 页码：6748-6752
• 全文大小：292K
• ISSN：2155-5435

文摘

Combining tetraalkyl-ammonium halides and cavitand hosts as catalysts, we achieved the carboxylation of styrene oxide to produce cyclic styrene carbonate from CO₂ in good to excellent yields. In a first approach and in the presence of tetraalkyl-ammonium chloride/tetraphosphonate cavitand catalytic systems, an enhanced activity of the catalytic reaction of styrene oxide was observed depending on the host鈥揼uest association. In a second set of experiments, using tetramethylammonium halide/tetraphosphonate cavitand complexes as catalysts, we obtained the corresponding styrene carbonate in high yields, whereas used alone, the tetramethylammonium salts are inactive under similar mild experimental conditions. The reaction involves the strong binding properties of the cavitand hosts toward ammonium salts. It is emphasized that the structure of the host鈥揼uest association is crucial. This simple protocol offers a new approach toward the synthesis of cyclic carbonates and provides the first example of a host鈥揼uest-catalyzed, metal-free, reaction for CO₂ valorization.