Fe-amino acid complexes immobilized on silica gel as active and highly selective catalysts in cyclohexene epoxidation

Gabor Varga, Zita Csendes, Éva G. Bajnóczi, Stefan Carlson, P. Sipos, I. Pálinkó

Research output: Contribution to journalArticle

Abstract

In this work, the syntheses, structure, superoxide dismutase (SOD) activity, and the catalytic use in the oxidative transformations of cyclohexene of covalently grafted Fe(III)-complexes formed with various or various combinations of C-protected amino acid (L-histidine, L-tyrosine, L-cysteine and L-cystine) ligands are presented. The structural features of the surface complexes were studied by XANES/EXAFS and mid/far-IR spectroscopies. The compositions of the complexes were determined by ICP-MS and the Kjeldahl method. The SOD activities of the materials were evaluated in a biochemical test reaction. The obtained materials were used as catalysts for the oxidation of cyclohexene with peracetic acid in acetone. Both covalent grafting and building the complex onto the surface of the chloropropylated silica gel were successful in most cases. In many instances, the obtained structures and the coordinating groups were found to substantially vary upon changing the conditions of the syntheses. All the covalently immobilized Fe(III)-complexes displayed SOD activities, and most of them were found to be capable of catalyzing the oxidation of cyclohexene with appreciably high activities and outstanding epoxide selectivities.

Original languageEnglish
Pages (from-to)9155-9169
Number of pages15
JournalResearch on Chemical Intermediates
Volume41
Issue number12
DOIs
Publication statusPublished - Dec 1 2015

Keywords

  • Catalytic activity and selectivity
  • Covalent anchoring
  • Fe(III)-C-protected amino acids
  • Silica-anchored
  • Structural characterization

ASJC Scopus subject areas

  • Chemistry(all)

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