ERIC Number: EJ838944
Record Type: Journal
Publication Date: 2009-Jan
Pages: 4
Abstractor: As Provided
ISBN: N/A
ISSN: ISSN-0021-9584
EISSN: N/A
Microscale Synthesis of Chiral Alcohols via Asymmetric Catalytic Transfer Hydrogenation
Peeters, Christine M.; Deliever, Rik; De Vos, Dirk
Journal of Chemical Education, v86 n1 p87-90 Jan 2009
Synthesis of pure enantiomers is a key issue in industry, especially in areas connected to life sciences. Catalytic asymmetric synthesis has emerged as a powerful and practical tool. Here we describe an experiment on racemic reduction and asymmetric reduction via a catalytic hydrogen transfer process. Acetophenone and substituted acetophenones are reduced by NaBH[subscript 4] either in the presence or in the absence of beta-cyclodextrin, and by isopropanol in the presence of a rhodium catalyst with cyclopentadienyl and 1-amino-2-indanol ligands. After analysis by chiral gas chromatography, enantiomeric excess, conversion, and turnover frequency can be calculated. This experiment is suitable for upper-level undergraduate students. The experiment can be completed in a four hour laboratory session. It can also be extended in many ways: the influence of parameters such as reaction time; catalyst or substrate concentration; or temperature or catalyst type can be analyzed. (Contains 2 schemes, 1 figure, and 1 table.)
Descriptors: Undergraduate Students, Reaction Time, Chemistry, Biological Sciences, Sciences, Scientific Concepts, Laboratory Experiments, Science Instruction, Foreign Countries
Division of Chemical Education of the American Chemical Society. Subscription Department, P.O. Box 1267, Bellmawr, NJ 08099-1267. Tel: 800-691-9846; Tel: 856-931-5825; Fax: 856-931-4115; e-mail: jchemed@egpp.com; Web site: http://www.jce.divched.org
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education
Audience: Teachers
Language: English
Sponsor: N/A
Authoring Institution: N/A
Identifiers - Location: Belgium
Grant or Contract Numbers: N/A