Azaphosphatranes as Structurally Tunable Organocatalysts for Carbonate Synthesis from CO2 and Epoxides

Azaphosphatranes as Structurally Tunable Organocatalysts for Carbonate Synthesis from CO2 and Epoxides

Three azaphosphatranes were used as organocatalysts for the synthesis of cyclic carbonates from CO2 and epoxides. They proved to be efficient single-component, metal-free catalysts for the reaction of simple or activated epoxides (styrene oxide, epichlorohydrin, glycidyl methyl ether) with CO2 under...

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Bibliographic Details
Published in:Journal of the American Chemical Society Vol. 135; no. 14; pp. 5348 - 5351
Main Authors: Chatelet, Bastien, Joucla, Lionel, Dutasta, Jean-Pierre, Martinez, Alexandre, Szeto, Kai C, Dufaud, Véronique
Format: Journal Article
Language:English
Published: United States American Chemical Society 10-04-2013
Subjects:
Aza Compounds - chemistry
Carbon Dioxide - chemistry
Carbonates - chemical synthesis
Carbonates - chemistry
Catalysis
Chemical Sciences
Epoxy Compounds - chemistry
Molecular Structure
or physical chemistry
Organophosphorus Compounds - chemistry
Theoretical and
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Summary:Three azaphosphatranes were used as organocatalysts for the synthesis of cyclic carbonates from CO2 and epoxides. They proved to be efficient single-component, metal-free catalysts for the reaction of simple or activated epoxides (styrene oxide, epichlorohydrin, glycidyl methyl ether) with CO2 under mild reaction conditions, displaying high stability and productivity over several days of reaction. Substitution patterns on the catalyst were shown to affect activity and stability. Kinetic analysis allowed investigation of the reaction mechanism.
ISSN:0002-7863
1520-5126
DOI:10.1021/ja402053d