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ERIC Number: EJ1231343
Record Type: Journal
Publication Date: 2019-Oct
Pages: 4
Abstractor: As Provided
ISBN: N/A
ISSN: ISSN-0021-9584
EISSN: N/A
Gold-Catalyzed Rearrangement of Propargyl Alcohols Using Coupling Constants to Determine Isomeric Ratios
Cheng, Xinpeng; Chen, Jonna; Gainer, Morgan J.; Zhang, Liming
Journal of Chemical Education, v96 n10 p2348-2351 Oct 2019
Gold is an increasingly prominent transition metal in organic synthesis. The air-stable, water-insensitive cationic gold(I) catalysts enable varieties of synthetic transformations with a simple reaction setup. However, this increased importance has not coincided with an increase in the application of gold in second-year organic chemistry courses. An experiment is described that includes a gold-catalyzed rearrangement of propargyl alcohols targeted at second-year organic chemistry students. The reaction produces a mixture of "E" and "Z" isomers of an enone product that students analyze by [superscript 1]H NMR spectroscopy to determine the major product.
Division of Chemical Education, Inc. and ACS Publications Division of the American Chemical Society. 1155 Sixteenth Street NW, Washington, DC 20036. Tel: 800-227-5558; Tel: 202-872-4600; e-mail: eic@jce.acs.org; Web site: http://pubs.acs.org/jchemeduc
Publication Type: Journal Articles; Reports - Descriptive
Education Level: Higher Education; Postsecondary Education
Audience: N/A
Language: English
Sponsor: N/A
Authoring Institution: N/A
Grant or Contract Numbers: N/A