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Synthesis 2008(14): 2163-2168  
DOI: 10.1055/s-2008-1067146
PAPER
© Georg Thieme Verlag Stuttgart ˙ New York

Immobilization of Oligostyrene-Prolinol Conjugates into Polystyrene via Electrospinning and Applications of these Fibers in Catalysis

Caren Röbena, Michael Stasiakb, Birgit Janzaa, Andreas Greinerb, Joachim H. Wendorff*b, Armido Studer*a
a Institute of Organic Chemistry, Westfälische Wilhelms-Universität Münster, Corrensstrasse 40, 48149 Münster, Germany
Fax: +49(251)8336523; e-Mail: studer@uni-muenster.de;
b Department of Chemistry, Philipps-Universität Marburg, Hans-Meerwein-Strasse, 35032 Marburg, Germany
e-Mail: wendorff@staff.uni-marburg.de;
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Publication History

Received 31 March 2008
Publication Date:
18 June 2008 (online)

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Abstract

This paper reports the synthesis of prolinol-oligostytrene conjugates and their immobilization into a polystyrene matrix by using the electrospinning process. Via this approach fibers with a large surface area (fiber diameter of 1.2 µm) containing the prolinol conjugate are readily obtained. The fibers are shown to be catalytically active in a test Michael reaction. The fibrous catalyst system can readily be removed from the reaction mixture and be reused. However, a decrease of the catalyst activity was noticed upon recycling the fibrous catalyst systems.

Key words

organocatalysis - polymer - stereoselective synthesis - synthetic methods