Literaturnachweis - Detailanzeige
| Autor/inn/en | Cranwell, Philippa B.; Peterson, Alexander M.; Littlefield, Benjamin T. R.; Russell, Andrew T. |
|---|---|
| Titel | An Operationally Simple Sonogashira Reaction for an Undergraduate Organic Chemistry Laboratory Class |
| Quelle | In: Journal of Chemical Education, 92 (2015) 6, S.1110-1114 (5 Seiten)Infoseite zur Zeitschrift
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| Sprache | englisch |
| Dokumenttyp | gedruckt; online; Zeitschriftenaufsatz |
| ISSN | 0021-9584 |
| DOI | 10.1021/acs.jchemed.5b00030 |
| Schlagwörter | Undergraduate Study; College Science; Science Instruction; Organic Chemistry; Science Laboratories; Laboratory Experiments; Science Experiments; Spectroscopy; Scientific Concepts |
| Abstract | An operationally simple, reliable, and cheap Sonogashira reaction suitable for an undergraduate laboratory class that can be completed within a day-long (8 h) laboratory session has been developed. Cross-coupling is carried out between 2-methyl-3-butyn-2-ol and various aryl iodides using catalytic amounts of bis(triphenylphosphine)palladium(II) dichloride, with copper(I) iodide as a cocatalyst, in triethylamine at room temperature, so a range of products can be prepared within a single group and results compared. The coupling itself is usually complete within 1.5 h and is easily monitored by TLC, leaving up to 6 h for purification and characterization. Purification is by "mini flash column chromatography" through a plug of silica encased in the barrel of a plastic syringe, so the procedure is amenable to large class sizes. (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 |
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