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Catalytic behavior of wool–Rh complex in asymmetric hydrogenation of 2‐methyl furan
Author(s) -
He Man,
Zhou DaQing,
Ge HongLi,
Huang MeiYu,
Jiang YingYan
Publication year - 2003
Publication title -
polymers for advanced technologies
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.61
H-Index - 90
eISSN - 1099-1581
pISSN - 1042-7147
DOI - 10.1002/pat.305
Subject(s) - wool , catalysis , furan , yield (engineering) , enantioselective synthesis , tetrahydrofuran , organic chemistry , ligand (biochemistry) , chemistry , polymer chemistry , materials science , solvent , composite material , receptor , biochemistry
Abstract A Wool–Rh complex was prepared by the reaction of wool with RhCl 3 ·3H 2 O in ethanol solution, and was found to be useful as a chiral catalyst for the asymmetric hydrogenation of 2‐methyl furan to (S)‐(+)‐2‐methyl tetrahydrofuran at 28 °C and under atmospheric hydrogen pressure. When an appropriate Rh content in the Wool–Rh complex was selected, the yield and optical yield amounted to 53.7 and 76.9%, respectively, and the Wool–Rh complex catalyst could be reused several times without any noticeable loss in its optical catalytic activity. Wool is a very cheap natural biopolymer ligand, and Wool–Rh complex is very easy to prepare, and it is a very active, enantioselective and stable chiral catalyst for asymmetric hydrogenation of 2‐methyl furan. Copyright © 2003 John Wiley & Sons, Ltd.