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  • Mercaptopropyl-modified mesoporous silica: a remarkable support for the preparation of a reusable, heterogeneous palladium catalyst for coupling reactions.

Mercaptopropyl-modified mesoporous silica: a remarkable support for the preparation of a reusable, heterogeneous palladium catalyst for coupling reactions.

Journal of the American Chemical Society (2005-07-14)
Cathleen M Crudden, Mutyala Sateesh, Roxanne Lewis
ABSTRACT

The functionalization of SBA-15 with mercaptopropyl trimethoxysilane leads to a material capable of absorbing Pd from organic and aqueous solutions. The resulting Pd-loaded material acts as a catalyst for the Suzuki-Miyaura and Mizoroki-Heck coupling reactions. Leaching studies show that the filtrate contains as little as 3 ppb Pd after reaction. Aminopropylated silica is an effective scavenger, and catalyst for the Mizoroki-Heck reaction, but leaching is significant (35 ppm), illustrating the importance of the thiol ligand to retain Pd on the surface. Heterogeneity tests such as hot filtration experiments and three-phase tests show that the reaction is occurring predominantly via surface-bound Pd.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Silica, mesostructured, SBA-15, 99% trace metals basis
Sigma-Aldrich
3-Mercaptopropyl-functionalized silica gel, 200-400 mesh, extent of labeling: 1.2 mmol/g loading