Catalytic behavior of wool–Pt complex in asymmetric hydrogenation of ketones

✍ Scribed by Guo-Li Yuan; Mao-Ya Yin; Mei-Yu Huang; Ying-Yan Jiang

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 89 KB
• Volume: 10
• Category: Article
• ISSN: 1042-7147
• DOI: 10.1002/(sici)1099-1581(199907)10:7<442::aid-pat892>3.0.co;2-x

✦ Synopsis

A wool±Pt complex was prepared by the reaction of wool with chloroplatinic acid in ethanol solution, and was found to be useful as a chiral catalyst for the asymmetric hydrogenation of some ketones to corresponding chiral alcohols, such as 3-methyl-2-butanone to (R)-3-methyl-2-butanol, 4-methyl-2-pentanone to (R)-4-methyl-2pentanol, acetophenone to (R)-1-phenylethanol and propiophenone to (R)-1-phenyl-1-propanol at 30 °C and under an atmospheric hydrogen pressure.

In the case of hydrogenation of 3-methyl-2-butanone to (R)-3-methyl-2-butanol, when a proper content of Pt in the wool±Pt complex was selected, the yield and optical yield amounted to about 100% respectively, and the wool±Pt complex catalyst could be reused without any change in the optical catalytic activity.

Wool is a very cheap natural bio-polymer ligand, and Wool±Pt complex is very easy to prepare, and it is a very active, enantioselective and stable chiral catalyst for asymmetric hydrogenation of some ketones.