Homogeneous and heterogeneous asymmetric reactions. Part X

Enantioselective hydrogenations over K-10 montmorillonite supported noble metal catalysts with immobilized modifier

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Abstract

The preparation, characterization and application of new K-10 montmorillonite supported noble metal catalysts containing immobilized chiral modifier are described. The active contents of the catalysts were Pt, Pd and Rh, while cinchonidine was used as chiral modifier. The preparation was carried out by two methods. Method I consists of the modification of the parent K-10 montmorillonite by direct surface reaction or ion exchange followed by impregnation with metal salts, and finally, reduction. Method II, in contrast, starts with the deposition of the metal by impregnation, and then reduction, which is followed by the immobilization of the modifier. The catalysts thus prepared were characterized by X-ray diffraction (XRD), transmission electron microscopy (TEM), solid state 29Si NMR and infrared (FT-IR) spectroscopies. The samples were tested in enantioselective hydrogenation of ethyl pyruvate, as well. Only Pt and Rh catalysts were found to be active in the hydrogenation producing moderate to good enantioselectivities (up to 75% ee for the R isomer). To the best of our knowledge, the results described here are the first data concerning the preparation of clays chirally modified with cinchona alkaloids.

Original languageEnglish
Pages (from-to)53-63
Number of pages11
JournalApplied Catalysis A: General
Volume182
Issue number1
Publication statusPublished - Jun 7 1999

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Precious metals
Clay minerals
Hydrogenation
Catalysts
Impregnation
Infrared spectroscopy
Cinchona Alkaloids
Metals
Enantioselectivity
Surface reactions
Isomers
Ion exchange
Clay
Salts
Nuclear magnetic resonance
Transmission electron microscopy
X ray diffraction
montmorillonite K-10

Keywords

  • Enantioselective
  • Ethyl pyruvate
  • Hydrogenation
  • Immobilized cinchonidine
  • Pt/K-10 montmorillonite

ASJC Scopus subject areas

  • Catalysis
  • Process Chemistry and Technology

Cite this

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abstract = "The preparation, characterization and application of new K-10 montmorillonite supported noble metal catalysts containing immobilized chiral modifier are described. The active contents of the catalysts were Pt, Pd and Rh, while cinchonidine was used as chiral modifier. The preparation was carried out by two methods. Method I consists of the modification of the parent K-10 montmorillonite by direct surface reaction or ion exchange followed by impregnation with metal salts, and finally, reduction. Method II, in contrast, starts with the deposition of the metal by impregnation, and then reduction, which is followed by the immobilization of the modifier. The catalysts thus prepared were characterized by X-ray diffraction (XRD), transmission electron microscopy (TEM), solid state 29Si NMR and infrared (FT-IR) spectroscopies. The samples were tested in enantioselective hydrogenation of ethyl pyruvate, as well. Only Pt and Rh catalysts were found to be active in the hydrogenation producing moderate to good enantioselectivities (up to 75{\%} ee for the R isomer). To the best of our knowledge, the results described here are the first data concerning the preparation of clays chirally modified with cinchona alkaloids.",
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T2 - Enantioselective hydrogenations over K-10 montmorillonite supported noble metal catalysts with immobilized modifier

AU - Balázsik, K.

AU - Török, Béla

AU - Szakonyi, G.

AU - Bartók, M.

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N2 - The preparation, characterization and application of new K-10 montmorillonite supported noble metal catalysts containing immobilized chiral modifier are described. The active contents of the catalysts were Pt, Pd and Rh, while cinchonidine was used as chiral modifier. The preparation was carried out by two methods. Method I consists of the modification of the parent K-10 montmorillonite by direct surface reaction or ion exchange followed by impregnation with metal salts, and finally, reduction. Method II, in contrast, starts with the deposition of the metal by impregnation, and then reduction, which is followed by the immobilization of the modifier. The catalysts thus prepared were characterized by X-ray diffraction (XRD), transmission electron microscopy (TEM), solid state 29Si NMR and infrared (FT-IR) spectroscopies. The samples were tested in enantioselective hydrogenation of ethyl pyruvate, as well. Only Pt and Rh catalysts were found to be active in the hydrogenation producing moderate to good enantioselectivities (up to 75% ee for the R isomer). To the best of our knowledge, the results described here are the first data concerning the preparation of clays chirally modified with cinchona alkaloids.

AB - The preparation, characterization and application of new K-10 montmorillonite supported noble metal catalysts containing immobilized chiral modifier are described. The active contents of the catalysts were Pt, Pd and Rh, while cinchonidine was used as chiral modifier. The preparation was carried out by two methods. Method I consists of the modification of the parent K-10 montmorillonite by direct surface reaction or ion exchange followed by impregnation with metal salts, and finally, reduction. Method II, in contrast, starts with the deposition of the metal by impregnation, and then reduction, which is followed by the immobilization of the modifier. The catalysts thus prepared were characterized by X-ray diffraction (XRD), transmission electron microscopy (TEM), solid state 29Si NMR and infrared (FT-IR) spectroscopies. The samples were tested in enantioselective hydrogenation of ethyl pyruvate, as well. Only Pt and Rh catalysts were found to be active in the hydrogenation producing moderate to good enantioselectivities (up to 75% ee for the R isomer). To the best of our knowledge, the results described here are the first data concerning the preparation of clays chirally modified with cinchona alkaloids.

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