Ruthenium Porphyrin Catalyzed Synthesis of Oxazolidin-2-ones by Cycloaddition of CO2 to Aziridines

被引:27
作者
Carminati, Daniela [1 ]
Gallo, Emma [2 ]
Damiano, Caterina [2 ]
Caselli, Alessandro [2 ]
Intrieri, Daniela [2 ]
机构
[1] Univ Rochester, Dept Chem, 416 Hutchison Hall, Rochester, NY USA
[2] Univ Milan, Dept Chem, Via Golgi 19, I-20133 Milan, Italy
关键词
Carbon dioxide fixation; Cycloaddition; Homogeneous catalysis; Porphyrinoids; Ruthenium; CARBON-DIOXIDE; EPOXIDES; OXAZOLIDINONES; AMINATION; FIXATION; MILD; DFT;
D O I
10.1002/ejic.201801208
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
The reaction between N-substituted-2-arylaziridines and CO2 is efficiently promoted by ruthenium(VI) imidoporphyrin complexes and yields a mixture of 5-aryl (A) and 4-aryl (B) substituted oxazolidin-2-ones with a regioisomeric A/B ratio up to 99:1. Several oxazolidin-2-one molecules were synthesized at 100 degrees C and 0.6 MPa of carbon dioxide by using the low catalytic loading of 1 mol-%. The formation of a deactivated compound, deriving from the ruthenium catalyst, suggested a possible catalytic role of imido nitrogen atoms.
引用
收藏
页码:5258 / 5262
页数:5
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