Issue 20, 2011
From the journal:

Journal of Materials Chemistry

Functionalization of Fe3O4 magnetic nanoparticles for organocatalytic Michael reactions†

Paola Riente,a   Carolina Mendozaa  and  Miquel A. Pericás*ab  

* Corresponding authors

a Institute of Chemical Research of Catalonia, Av. Països Catalans, 16, Tarragona, Spain
E-mail: priente@iciq.es, mapericas@iciq.es, cmendoza@iciq.es
Fax: +34 977 920 222
Tel: +34 977 920 201

b Department de Química Orgànica, Universitat de Barcelona, c/Martí I Franqués 1-11, Barcelona, Spain

Abstract

(S)-α,α-Diphenylprolinol trimethylsilyl ether supported onto well-defined (5.7 ± 1.1 nm) superparamagnetic Fe3O4 nanoparticles was used as a highly active, magnetically recoverable and reusable catalyst for the asymmetric, organocatalytic Michael addition of propanal to nitroolefins leading to high enantioselectivities. The assembly of the catalytic functional nanoparticles involves two successive steps: (i) introduction of a 3-azidopropyl unit through the formation of Si–O bonds, and (ii) integration of the organocatalytic unit by means of a copper-catalysed alkyne–azide cycloaddition reaction leading to a 1,2,3-triazole linker. Neither the process of nanoparticle assembly nor its catalytic use in dichloromethane solution provokes particle growth or agglomeration, this behaviour being key for the observation of high catalytic activity and for recyclability.

Graphical abstract: Functionalization of Fe3O4 magnetic nanoparticles for organocatalytic Michael reactions

About
Cited by
Related
Download options Please wait...

Supplementary files

Article information

DOI
https://doi.org/10.1039/C1JM10535C
Article type
Paper
Submitted
04 Feb 2011
Accepted
11 Mar 2011
First published
08 Apr 2011

J. Mater. Chem., 2011,21, 7350-7355

Permissions

Request permissions

Functionalization of Fe3O4 magnetic nanoparticles for organocatalytic Michael reactions

P. Riente, C. Mendoza and M. A. Pericás, J. Mater. Chem., 2011, 21, 7350 DOI: 10.1039/C1JM10535C

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements