Wydział Chemii

Ewa Mieczyńska

Andrzej Gniewek

Iweta Pryjomska-Ray

Anna M. Trzeciak

H. Grabowska

Mirosław Zawadzki

2011

Applied Catalysis A-General

393

195-205

10.1016/j.apcata.2010.11.041

Naukowa

Angielski

Artykuł

Palladium catalysts containing Pd(0) or Pd(II) supported on alumina-based mixed oxides prepared by alkoxide sol–gel method (Al₂O₃, Al₂O₃–ZrO₂, Al₂O₃–ZrO₂–Eu₂O₃, Al₂O₃–MgO, Al₂O₃–CeO₂, Al₂O₃–Fe₂O₃) are very effective in the Heck coupling of bromobenzene with butyl acrylate in DMF solvent. In the presence of an excess of bromobenzene, butyl cinnamate (1) was formed as the main product after 4 h. With the same catalysts, good results, up to 97% yield of ethyl β-phenylcinnamate (3), were also obtained in the coupling of bromobenzene with ethyl cinnamate. The three most active catalysts, Pd(0)/Al₂O₃, Pd(II)/Al₂O₃, and Pd(II)/Al₂O₃–Fe₂O₃, were applied in the Heck cross-coupling of cinnamates with different bromobenzene and iodobenzene derivatives, leading to β-arylcinnamate products. The highest yield was observed when iodoanisole and cinnamic aldehyde were used as substrates. The formation of Pd(0) nanoparticles in the Heck reaction carried out with supported Pd(II) catalyst precursors was confirmed by TEM measurements.

Heck reaction, Nanostructured alumina-based oxides, Palladium nanoparticles, Supported palladium, β-Arylcinnamate

https://doi.org/10.1016/j.apcata.2010.11.041

http://www.elsevier.com