4.4 Article

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

Journal

TETRAHEDRON
Volume 70, Issue 36, Pages 6169-6173

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2014.06.063

Keywords

Hybrid materials; Magnetic nanoparticles; kappa-Carrageenan; Michael reaction; Click chemistry

Funding

  1. EU [290248]
  2. MINECO [CTQ2012-38594-C02-01]
  3. DEC [2009SGR623]
  4. AGAUR (Generalitat de Catalunya)

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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.

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