4.6 Article

SBA-15-Type Organosilica with 4-Mercapto-N,N-bis-(3-Si-propyl)butanamide for Palladium Scavenging and Cross-Coupling Catalysis

Journal

CHEMISTRY-A EUROPEAN JOURNAL
Volume 17, Issue 32, Pages 8984-8994

Publisher

WILEY-BLACKWELL
DOI: 10.1002/chem.201002190

Keywords

cross-coupling; heterogeneous catalysis; mesoporous materials; palladium; template synthesis

Funding

  1. European Community
  2. CNRS
  3. Natural Science and Engineering Council of Canada (NSERC)
  4. Johnson and Johnson

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This work describes the synthesis of novel functional silica materials with difunctional thiol-amide substructures and featuring regular architectures on a mesoscopic level. The functional materials were synthesised by both one-pot co-condensation and post-grafting approaches. The thiol groups confined in the matrix were found to be efficient for palladium entrapment, leading to highly active and reusable heterogeneous catalysts for Sonogashira and Suzuki-Miyaura cross-coupling reactions. This work evidences the crucial role of both the thiol precursor and the condensation degree of the silica scaffold in view of the design of stable and reusable tailor-made mesoporous catalytic silica materials.

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