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Autor/inn/en | Dai, Jie; Lu, Dadong; Ye, Tao; Yu, Shouyun; Cheng, Xu |
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Titel | Experimenting with a Suzuki-Miyaura Cross-Coupling Reaction That Demonstrates Tolerance toward Aldehyde Groups to Teach Undergraduate Students the Fundamentals of Transition-Metal-Catalyzed Reactions |
Quelle | In: Journal of Chemical Education, 96 (2019) 11, S.2672-2675 (4 Seiten)Infoseite zur Zeitschrift
PDF als Volltext |
Zusatzinformation | ORCID (Yu, Shouyun) ORCID (Cheng, Xu) |
Sprache | englisch |
Dokumenttyp | gedruckt; online; Zeitschriftenaufsatz |
ISSN | 0021-9584 |
Schlagwörter | Science Instruction; Organic Chemistry; College Science; Hands on Science; Scientific Concepts; Concept Formation; Undergraduate Study; Science Laboratories; Water; Metallurgy |
Abstract | The 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). |
Anmerkungen | 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 |
Erfasst von | ERIC (Education Resources Information Center), Washington, DC |
Update | 2020/1/01 |