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

Varga, Gabor ; Csendes, Zita ; Bajnoczi, Eva G. ; Carlson, Stefan LU ; Sipos, Pal and Palinko, Istvan (2015) In Research on Chemical Intermediates 41(12). p.9155-9169
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... (More)
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. (Less)
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author
; ; ; ; and
organization
publishing date
type
Contribution to journal
publication status
published
subject
keywords
Silica-anchored, Fe(III)-C-protected amino acids, Covalent anchoring, Structural characterization, Catalytic activity and selectivity
in
Research on Chemical Intermediates
volume
41
issue
12
pages
9155 - 9169
publisher
Springer
external identifiers
  • wos:000365743300001
  • scopus:84953367186
ISSN
0922-6168
DOI
10.1007/s11164-015-1920-x
language
English
LU publication?
yes
id
26e12bbe-97b6-4346-9d37-b044cf8d8216 (old id 8525242)
date added to LUP
2016-04-01 14:33:44
date last changed
2022-01-28 01:19:21
@article{26e12bbe-97b6-4346-9d37-b044cf8d8216,
  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.}},
  author       = {{Varga, Gabor and Csendes, Zita and Bajnoczi, Eva G. and Carlson, Stefan and Sipos, Pal and Palinko, Istvan}},
  issn         = {{0922-6168}},
  keywords     = {{Silica-anchored; Fe(III)-C-protected amino acids; Covalent anchoring; Structural characterization; Catalytic activity and selectivity}},
  language     = {{eng}},
  number       = {{12}},
  pages        = {{9155--9169}},
  publisher    = {{Springer}},
  series       = {{Research on Chemical Intermediates}},
  title        = {{Fe-amino acid complexes immobilized on silica gel as active and highly selective catalysts in cyclohexene epoxidation}},
  url          = {{http://dx.doi.org/10.1007/s11164-015-1920-x}},
  doi          = {{10.1007/s11164-015-1920-x}},
  volume       = {{41}},
  year         = {{2015}},
}