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Synfacts 2006(12): 1292-1292  
DOI: 10.1055/s-2006-955622
Polymer-Supported Synthesis
© Georg Thieme Verlag Stuttgart · New York

N-Heterocyclic Carbene-Au(I) Complexes Immobilized on Solid Supports

Contributor(s): Yasuhiro Uozumi, Tsutomu Kimura
A. Corma*, E. Gutiérrez-Puebla, M. Iglesias*, A. Monge, S. Pérez-Ferreras, F. Sánchez*
Instituto de Tecnología Química, Valencia, Instituto de Ciencia de Materiales de Madrid and Instituto de Química Orgánica General, Madrid, Spain
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Publication History

Publication Date:
22 November 2006 (online)

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Significance

N-Heterocyclic carbene-Au(I) complexes immobilized on silica gel, ordered mesoporous silica (MCM-41), and delaminated zeolite (ITQ-2) were prepared and used as catalysts in the hydrogenation of alkenes. The reactions of N-heterocyclic carbene-Au(I) complex 1 bearing triethoxy­silyl group with silica gel, MCM-41, and ITQ-2 gave the corresponding solid-supported carbene-Au(I) complexes 2a-c (eq. 1). The hydrogenation of diethyl citraconate and diethyl benzylidenesuccinate took place in the presence of the carbene-Au(I) complexes 2 to give the hydrogenated products with high TOF (eqs. 2 and 3), where the ITQ-2-supported carbene-Au(I) complex 2c showed the highest catalytic activity. The carbene-Au(I) complex 2b was reused three times without significant loss of catalytic activity.