Asymmetric hydrogenation of ketones catalyzed by a silica-supported chitosan–palladium complex

• Published in: Journal of molecular catalysis. A, Chemical Vol. 147; no. 1; pp. 93 - 98
• Main Authors: Yin, Mao-Ya, Yuan, Guo-Li, Wu, Yong-Qiang, Huang, Mei-Yu, Jiang, Ying-Yan
• Format: Journal Article Conference Proceeding
• Language: English
• Published: AMSTERDAM Elsevier B.V 17.11.1999; Elsevier
• Subjects: Asymmetric hydrogenation; Catalysis; Catalytic reactions; Chemistry; Chemistry, Physical; Chitosan–palladium complex; Exact sciences and technology; General and physical chemistry; Ketones; Physical Sciences; Science & Technology; Theory of reactions, general kinetics. Catalysis. Nomenclature, chemical documentation, computer chemistry; Ketones; Chitosan–palladium complex; Asymmetric hydrogenation; ketones; chitosan-palladium complex; asymmetric hydrogenation; Catalytic reaction; Palladium Complexes; Transition metal Complexes; Asymmetric catalysis; Ketone; Hydrogenation; Silica; Supported catalyst; Heterogeneous catalysis; Biopolymer; Acetophenone; Platinoid Complexes; Chitosan
• ISSN: 1381-1169; 1873-314X
• DOI: 10.1016/S1381-1169(99)00133-8

A silica-supported chitosan–palladium complex has been found to catalyze the asymmetric hydrogenation of some ketones to corresponding chiral alcohols, such as acetophenone to ( R)-1-phenyl ethanol, propiophenone to ( R)-1-phenyl-1-propanol, 3-methyl-2-butanone to ( R)-3-methyl-2-butanol, and 4-methyl-2-pentanone to ( R)-4-methyl-2-pentanol at room temperature and under 1 atm H 2. The optical yield was greatly affected by N:Pd mole ratio in the complex and a little change in the structure of ketone. The optical yields of ( R)-1-phenylethanol and ( R)-3-methyl-2-butanol could be obtained in 99 and 100%, respectively. This chiral natural polymer–palladium complex catalyst was very easy to prepare, and could be reused without appreciable change in optical catalytic activity.