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.
Descriptors: Organic Chemistry, Synthesis, College Science, Science Instruction, Science Experiments, Metallurgy, Spectroscopy
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