Enantioselective catalysis. Part 143: Astonishingly high enantioselectivity in the transfer hydrogenation of acetophenone with 2-propanol using Ru complexes of the Schiff base derived from (S)-2-amino-2-hydroxy-1,1 '-binaphthyl (NOBIN) and 2-pyridinecarbaldehyde

Brunner, Henri and Henning, Frauke and Weber, Matthias (2002) Enantioselective catalysis. Part 143: Astonishingly high enantioselectivity in the transfer hydrogenation of acetophenone with 2-propanol using Ru complexes of the Schiff base derived from (S)-2-amino-2-hydroxy-1,1 '-binaphthyl (NOBIN) and 2-pyridinecarbaldehyde. TETRAHEDRON-ASYMMETRY, 13 (1): PII S0957-. pp. 37-42. ISSN 0957-4166

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Abstract

A series of bidentate and tridentate (S)-NOBIN derivatives was synthesised and tested as chiral ligands in the Ru-catalysed enantioselective transfer hydrogenation of acetophenone with 2-propanol. Despite the similarities in chemical structure, only the imine derived from (S)-NOBIN and 2-pyridinecarbaldehyde and the corresponding amine (obtained by NaBH4 reduction of the imine) afforded (S)-l-phenylethanol in nearly quantitative yields and outstanding enantioselectivities of up to 97% e.e. (C) 2002 Elsevier Science Ltd. All rights reserved.

Item Type: Article
Uncontrolled Keywords: ASYMMETRIC TRANSFER HYDROGENATION; 2-COMPONENT MOLECULAR-CRYSTAL; 2-AMINO-2'-HYDROXY-1,1'-BINAPHTHYL; 2,2'-DIAMINO-1,1'-BINAPHTHYL; 2-NAPHTHYLAMINE; TRANSFORMATION; 2-NAPHTHOL; CHLORIDE;
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: 09 Nov 2021 10:05
Last Modified: 09 Nov 2021 10:05
URI: https://pred.uni-regensburg.de/id/eprint/40596

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