Synlett 2013; 24(12): 1523-1528
DOI: 10.1055/s-0033-1339183
letter
© Georg Thieme Verlag Stuttgart · New York

Pd Immobilized in Mesoporous Silica Particles as Recyclable Catalysts for Suzuki–Miyaura Coupling: Cooperative Effects Exerted by Co-Immobilized Amine Functionalities

Arne T. Dickschat
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstr. 40, 48149 Münster, Germany   Fax: +49(251)8336523   Email: studer@uni-muenster.de
,
Sabrina Surmiak
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstr. 40, 48149 Münster, Germany   Fax: +49(251)8336523   Email: studer@uni-muenster.de
,
Armido Studer*
Organisch-Chemisches Institut, Westfälische Wilhelms-Universität Münster, Corrensstr. 40, 48149 Münster, Germany   Fax: +49(251)8336523   Email: studer@uni-muenster.de
› Author Affiliations
Further Information

Publication History

Received: 09 April 2013

Accepted after revision: 13 May 2013

Publication Date:
14 June 2013 (online)


Abstract

A bifunctional heterogeneous palladium catalyst bearing additional basic sites was successfully prepared by sequential Cu-catalyzed 1,3-dipolar alkyne–azide cycloaddition and thermal nitroxide-exchange reaction of surface-bound alkoxyamines. This catalyst shows high activity in the Suzuki–Miyaura cross-coupling. The additional basic functionality acts cooperatively since an analogous heterogeneous Pd catalyst lacking the amine functionality is less active. Such catalysts can be recycled up to ten times without loss of activity.

Supporting Information

 
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