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Synthesis 2010(9): 1557-1567  
DOI: 10.1055/s-0029-1218733
FEATUREARTICLE
© Georg Thieme Verlag Stuttgart ˙ New York

Copper(I)-Zeolites as New Heterogeneous and Green Catalysts for Organic Synthesis

Stefan Chassaingd, Aurélien Alixa, Thirupathi Boningarib, Karim Sani Souna Sidoa,b, Murielle Kellerb, Philippe Kuhnb,c, Benoit Louisc, Jean Sommerb, Patrick Pale*a
a Laboratoire de Synthèse et Réactivité Organiques, Institut de Chimie de Strasbourg, Université de Strasbourg, 4 rue Blaise Pascal, 67000 Strasbourg, France
Fax: +33(3)68851517; e-Mail: ppale@chimie.u-strasbg.fr; e-Mail: ppale@unistra.fr;
b Laboratoire de Physicochimie des Hydrocarbures, Institut de Chimie de Strasbourg, Université de Strasbourg, 4 rue Blaise Pascal, 67000 Strasbourg, France
c Laboratoire des Matériaux, Surfaces et Procédés pour la Catalyse (UMR 7515 du CNRS), 25 rue Becquerel, 67087 Strasbourg Cedex 2, France
d Laboratoire de Synthèse et Physicochimie de Molécules d’Intérêt Biologique (UMR 5068 du CNRS), Université Paul Sabatier, 118 route de Narbonne, 31062 Toulouse Cedex 9, France
Further Information

Publication History

Received 23 December 2009
Publication Date:
12 April 2010 (online)

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Abstract

We have evaluated the potential of CuI-doped zeolites as heterogeneous catalysts for organic synthesis. Such catalysts proved to be easy to prepare, handle, recover, and recycle. They could be applied to different synthetic applications, such as [3+2] cycloadditions of alkynes with either azides or azomethine imines and the homocoupling of alkynes. These interesting characteristics make them highly attractive as catalysts for organic chemists, especially with regard to aspects of ‘green chemistry’.

1 Introduction

2 Synthesis and Structures of CuI-Doped Zeolites

3 CuI-Zeolites as Catalysts in Organic Synthesis

3.1 Cycloadditions: ‘Click in Zeo’

3.2 Cascade Reactions: Substitution and Cycloaddition

3.3 Cycloadditions: Mechanistic Investigations

3.4 Homocoupling of Alkynes

4 Conclusion

Key words

zeolite - copper - catalysis - green chemistry

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14

Cu loading had been verified by scanning electron microscopy and quantified by elemental analysis (ICP-OES).