Hybrid magnetic materials (Fe3O4-κ-carrageenan) as catalysts for the Michael addition of aldehydes to nitroalkenes

被引:26
作者
Mak, Carmen A. [1 ]
Ranjbar, Sara [1 ]
Riente, Paola [1 ]
Rodriguez-Escrich, Carles [1 ]
Pericas, Miguel A. [1 ,2 ]
机构
[1] Inst Chem Res Catalonia, Tarragona 43007, Spain
[2] Univ Barcelona, Dept Quim Organ, E-08028 Barcelona, Spain
关键词
Hybrid materials; Magnetic nanoparticles; kappa-Carrageenan; Michael reaction; Click chemistry; EFFICIENT ORGANOCATALYSTS; CARRAGEENAN GELS; CLICK CHEMISTRY; SILYL ETHERS; IMMOBILIZATION; POLYSACCHARIDES; NITROSTYRENES; NANOPARTICLES; NITROOLEFINS;
D O I
10.1016/j.tet.2014.06.063
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Two hybrid magnetic materials have been prepared from kappa-carrageenan and Fe3O4 nanoparticles and tested as catalysts for the Michael addition of aldehydes to nitroalkenes. Remarkably, the material prepared from unmodified kappa-carrageenan showed catalytic activity in the reaction of choice, while the individual components were inactive. This points out to a synergistic effect between the MNPs and kappa-carrageenan. The second catalyst, bearing a diphenylprolinol silyl ether moiety, was also shown to promote the reaction, giving rise to the corresponding adducts in excellent ees. After the reaction is complete, the catalysts can be conveniently retrieved by simple magnetic decantation. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码:6169 / 6173
页数:5
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