Calixarene-proline functionalized iron oxide magnetite nanoparticles (Calix-Pro-MN): An efficient recyclable organocatalyst for asymmetric aldol reaction in water

•Calix[4]arene proline-grafted magnetic nanoparticles are becoming hot topic.•A novel calix[4]arene proline appended magnetic nanoparticles has been synthesized.•Calix-Pro-MN can catalyze aldol reactions between cyclohexanone and aromatic aldehydes.•High enantioselectivities (up to 93% ee) and diast...

Full description

Saved in:
Bibliographic Details
Published in:Applied catalysis. A, General General, 2015-06, Vol.499, p.205-212
Main Authors: Akceylan, Ezgi, Uyanik, Arzu, Eymur, Serkan, Sahin, Ozlem, Yilmaz, Mustafa
Format: Article
Language:English
Subjects:
Aldehydes
Aldol
Asymmetry
Calixarene
Catalysts
Iron oxides
Magnetic fields
Magnetic nanoparticles
Magnetite
Nanoparticles
Organocatalysis
Solvents
Water
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:•Calix[4]arene proline-grafted magnetic nanoparticles are becoming hot topic.•A novel calix[4]arene proline appended magnetic nanoparticles has been synthesized.•Calix-Pro-MN can catalyze aldol reactions between cyclohexanone and aromatic aldehydes.•High enantioselectivities (up to 93% ee) and diastereoselectivities (up to 97:3) were obtained.•The catalyst is easily separated using an external magnetic field and reused for several times. Calix[4]arene-based chiral organocatalyst derived from L-proline supported onto well-defined (15±3nm) magnetic Fe3O4 nanoparticles was used as a highly active, recoverable, and reusable catalyst for the asymmetric aldol reaction in water without need for organic solvents. The chiral organocatalyst showed high catalytic activity (up to 94%), enantioselectivity (up to 93%) and diastereoselectivity (up to 97:3) for the reaction between cyclohexanone and aromatic aldehydes. The catalyst could easily separated using an external magnetic field and reused for several times without any significant loss of activity.
ISSN:0926-860X
1873-3875
DOI:10.1016/j.apcata.2015.04.018