Conversion of unsaturated fatty acids, FAMEs or triglycerides into the corresponding cyclic organic carbonates involves two reaction steps-double-bond epoxidation and CO2 insertion into the epoxide-that are generally conducted separately. We describe an assisted-tandem catalytic protocol able to carry out carbonation of unsaturated methyl oleate in one-pot without isolating the epoxide intermediate. Methyl oleate carbonate was obtained in 99% yield and high retention of cis-configuration starting from methyl oleate using hydrogen peroxide and CO2 as green reagents, in a biphasic system and in the presence of an ammonium tungstate ionic liquid catalyst with KBr as co-catalyst.
One-pot tandem catalytic epoxidation – CO2 insertion of monounsaturated methyl oleate to the corresponding cyclic organic carbonate
Roberto Calmanti;Nicola Sargentoni;Maurizio Selva;Alvise Perosa
2021-01-01
Abstract
Conversion of unsaturated fatty acids, FAMEs or triglycerides into the corresponding cyclic organic carbonates involves two reaction steps-double-bond epoxidation and CO2 insertion into the epoxide-that are generally conducted separately. We describe an assisted-tandem catalytic protocol able to carry out carbonation of unsaturated methyl oleate in one-pot without isolating the epoxide intermediate. Methyl oleate carbonate was obtained in 99% yield and high retention of cis-configuration starting from methyl oleate using hydrogen peroxide and CO2 as green reagents, in a biphasic system and in the presence of an ammonium tungstate ionic liquid catalyst with KBr as co-catalyst.File | Dimensione | Formato | |
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2021 Catalysts - Tandem oleate.pdf
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