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ERIC Number: EJ820908
Record Type: Journal
Publication Date: 2007-Dec
Pages: 3
Abstractor: As Provided
Reference Count: 11
ISSN: ISSN-0021-9584
Nobel Chemistry in the Laboratory: Synthesis of a Ruthenium Catalyst for Ring-Closing Olefin Metathesis--An Experiment for the Advanced Inorganic or Organic Laboratory
Greco, George E.
Journal of Chemical Education, v84 n12 p1995-1997 Dec 2007
An experiment for the upper-level undergraduate laboratory is described in which students synthesize a ruthenium olefin metathesis catalyst, then use the catalyst to carry out the ring-closing metathesis of diethyl diallylmalonate. The olefin metathesis reaction was the subject of the 2005 Nobel Prize in chemistry. The catalyst chosen for this experiment is the ruthenium alkylidene complex that is most practical to synthesize in an undergraduate laboratory for reasons of time, safety, and cost of materials. The three-step synthesis of (PCy[subscript 3])[subscript 2]Cl[subscript 2]Ru(=CH-CH=CMe[subscript 2]) from RuCl[subscript 3] multiplied by H[subscript 2]O goes through [(COD)RuCl[subscript 2]][subscript x] and Ru(H)(H[subscript 2])(Cl)(PCy[subscript 3])[subscript 2] as intermediates. The latter complex is air sensitive, giving students the opportunity to learn Schlenk techniques. The ring-closed product is purified by column chromatography, and the catalyst and the ring-closed product are characterized by NMR spectroscopy. (Contains 2 figures, 2 schemes, and 1 table.)
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:; Web site:
Publication Type: Journal Articles; Reports - Research
Education Level: Higher Education
Audience: Students; Teachers
Language: English
Sponsor: N/A
Authoring Institution: N/A