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Autor/inn/enDai, Jie; Lu, Dadong; Ye, Tao; Yu, Shouyun; Cheng, Xu
TitelExperimenting with a Suzuki-Miyaura Cross-Coupling Reaction That Demonstrates Tolerance toward Aldehyde Groups to Teach Undergraduate Students the Fundamentals of Transition-Metal-Catalyzed Reactions
QuelleIn: Journal of Chemical Education, 96 (2019) 11, S.2672-2675 (4 Seiten)Infoseite zur Zeitschrift
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ZusatzinformationORCID (Yu, Shouyun)
ORCID (Cheng, Xu)
Spracheenglisch
Dokumenttypgedruckt; online; Zeitschriftenaufsatz
ISSN0021-9584
SchlagwörterScience Instruction; Organic Chemistry; College Science; Hands on Science; Scientific Concepts; Concept Formation; Undergraduate Study; Science Laboratories; Water; Metallurgy
AbstractThe Suzuki-Miyaura cross-coupling reaction, which is one of the most important methods for C-C bond formation in modern organic synthesis, exhibits broad functional group compatibility. A Suzuki-Miyaura cross-coupling protocol is reported that is suitable for demonstrating this compatibility in undergraduate laboratories. In this reaction, two unique features of boron reagents (tolerance toward water and electrophilic functional groups and reactivity toward transition metal complexes) are well reproduced. Nearly complete conversion of an aldehyde-bearing substrate occurs within 50 min, and the workup and purification procedures are convenient. The reaction was readily reproducible by second-year students in a first-semester undergraduate laboratory. (As Provided).
AnmerkungenDivision 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
Erfasst vonERIC (Education Resources Information Center), Washington, DC
Update2020/1/01
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