One-Pot Tandem Catalytic Epoxidation-CO2 Insertion of Monounsaturated Methyl Oleate to the Corresponding Cyclic Organic Carbonate

被引:8
|
作者
Calmanti, Roberto [1 ]
Sargentoni, Nicola [1 ]
Selva, Maurizio [1 ]
Perosa, Alvise [1 ]
机构
[1] Univ Ca Foscari Venezia, Dipartimento Sci Mol & Nanosistemi, Via Torino 155, I-30172 Venice, Italy
关键词
direct oxidative carboxylation; tandem catalysis; cyclic organic carbonates; tungstate ionic liquids; EPOXY FATTY-ACIDS; SELECTIVE EPOXIDATION; HYDROGEN-PEROXIDE; IONIC LIQUIDS; CO2; ESTERS; MILD; CYCLOADDITION; TUNGSTATE; AMMONIUM;
D O I
10.3390/catal11121477
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
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.
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页数:17
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