Enantioselective catalysis .102. Epimerization of glucose and mannose in the presence of nickel(II) complexes of optically active ligands

Brunner, Henri and Opitz, Dieter (1997) Enantioselective catalysis .102. Epimerization of glucose and mannose in the presence of nickel(II) complexes of optically active ligands. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 118 (3). pp. 273-282. ISSN 1381-1169, 1873-314X

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Abstract

The epimerization reaction glucose reversible arrow mannose, catalyzed by nickel(II) complexes, was investigated. The achiral ligand N,N,N',N'-tetramethyl-1,2-diaminoethane 1 and the chiral ligands (R,R)- and (S,S)-N,N,N',N'-tetramethyl-1,2-diamino-1,2-diphenylethane 2 and 3 were used. The standard epimerization of glucose and mannose, respectively, was carried out in methanol at 60 degrees C using a stoichiometric amount of nickel(II) complex. The influence of substoichiometric and overstoichiometric amounts of the catalyst and the temperature and time dependence were studied. Some of the kinetic and thermodynamic parameters turned out to be dependent on whether the (R,R)- or (S,S)-ligand 2 or 3 was used in the nickel(II) complex. The data were subjected to a Michaelis-Menten and Eyring analysis.

Item Type: Article
Uncontrolled Keywords: C-2 EPIMERIZATION; CARBON SKELETON; MOLYBDATE IONS; ALDOSES; REARRANGEMENT; glucose; mannose; epimerization; nickel(II) catalysts; achiral and chiral ligands
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Anorganische Chemie > Alumni or Retired Professors > Prof. Dr. Henri Brunner
Depositing User: Dr. Gernot Deinzer
Date Deposited: 27 Apr 2023 09:45
Last Modified: 27 Apr 2023 09:45
URI: https://pred.uni-regensburg.de/id/eprint/50825

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