Issue 12, 2011
From the journal:

New Journal of Chemistry

Prolinamide bridged silsesquioxane as an efficient, eco-compatible and recyclable chiral organocatalyst†‡

Amàlia Monge-Marcet,ab   Roser Pleixats,*a   Xavier Cattoën,b   Michel Wong Chi Man,b   Diego A. Alonsoc  and  Carmen Nájerac  

* Corresponding authors

a Chemistry Department, Universitat Autònoma de Barcelona, 08193-Cerdanyola del Vallès, Barcelona, Spain
E-mail: roser.pleixats@uab.cat
Fax: +34 93 581 1265
Tel: +34 93 581 2067

b Institut Charles Gerhardt Montpellier (UMR 5253 CNRS-UM2-ENSCM-UM1), 8 rue de l'école normale, 34296-Montpellier, France

c Departamento de Química Orgánica and Instituto de Síntesis Orgánica (ISO), Universidad de Alicante, Apdo. 99, 03080-Alicante, Spain

Abstract

A new organic–inorganic hybrid silica material derived from a bis-silylated prolinamide by sol–gel methodology has been successfully applied as a supported organocatalyst in asymmetric aldol and Michael reactions. Our immobilized system presents similar performances to homogeneous prolinamides and added advantages of easy recovery and good recyclability. It fits green chemistry requirements as the reactions are performed in water, at room temperature, with low catalyst loadings (2–16 mol%).

Graphical abstract: Prolinamide bridged silsesquioxane as an efficient, eco-compatible and recyclable chiral organocatalyst

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Article information

DOI
https://doi.org/10.1039/C1NJ20516A
Article type
Paper
Submitted
13 Jun 2011
Accepted
01 Sep 2011
First published
04 Oct 2011

New J. Chem., 2011,35, 2766-2772

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Prolinamide bridged silsesquioxane as an efficient, eco-compatible and recyclable chiral organocatalyst

A. Monge-Marcet, R. Pleixats, X. Cattoën, M. W. C. Man, D. A. Alonso and C. Nájera, New J. Chem., 2011, 35, 2766 DOI: 10.1039/C1NJ20516A

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